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Here is a chemical reaction formula: Reactants are m1_m2_m3:C(C)(C)(C)OC(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ;m1_m2_m3:FC(C(=O)O)(F)F, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.9 g (5.29 mmol) of benzyl 5-[(1-tert-butoxyformamido)methyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate were taken up in a mixture of 10 ml of trifluoroacetic acid and 5 ml of water at 0°. After half an hour the solvents were removed, whereupon the residue was treated with 20 ml of ether. The resulting solid was filtered off, washed with ether and dried over magnesium sulphate, whereby 2.25 g of benzyl 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate trifluoroacetate were obtained as a colourless powder of m.p. 169.5°-171°; IR 1716, 1662, 1631, 1604, 1538, 1494 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:CO, amount is: 0.0 ,Catalysts are m1_m2_m3:[Pd], amount is: 0.0 .Products are 0:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 2 g (3.56 mmol) of benzyl 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate trifluoroacetate in 70 ml of methanol was stirred at room temperature under hydrogen in the presence of 200 mg of palladium/charcoal (10%). After 30 minutes the catalyst was filtered off and the filtrate was concentrated. The residue was washed with ether and dried, whereby 1.6 g of 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid trifluoroacetate of m.p. 178°-184° (dec.) were obtained; IR 1680, 1630, 1608, 1496 cm-1 absorbed. |
Here is a chemical reaction formula: Reactants are m1_m4_m5_m2_m3:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)O, amount is: 0.0 ;m1_m4_m5_m2_m3:C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)N1C(CCC1=O)=O, amount is: 0.0 ;m1_m4_m5_m2_m3:C(C)N(C(C)C)C(C)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m5_m2_m3:O1CCOCC1, amount is: 0.0 ;m1_m4_m5_m2_m3:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.58 g (34.35 mmol) of 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid trifluoroacetate were suspended in a mixture of 7 ml of dioxan and 7 ml of water together with 1.13 g (3.35 mmol) of N-(9-fluorenylmethoxycarbonyl)-succinimide, whereupon 0.9 ml (5.03 mmol) of ethyldiisopropylamine was added at 0°. The mixture was stirred at 0° for 2 hours and thereafter at room temperature for 4 hours. The solid obtained was filtered off, washed with water, dried and chromatographed on silica gel with chloroform/methanol. The fractions containing the desired product were combined, washed with dilute potassium hydrogen sulphate solution and thereafter with water, dried over magnesium sulphate and concentrated, whereby 1.17 g of 5-[(9-fluorenylmethoxyformamido)methyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid were obtained as a colourless powder of m.p. 134°-136°; IR 1727, 1703, 1606, 1495 cm-1. |
Here is a chemical reaction formula: Reactants are m1:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ;m2:C(C1=CC=CC=C1)OC(=O)N[C@@H](C)C(=O)O, amount is: 0.0 ;m3_m4:F[P-](F)(F)(F)(F)F.N1(N=NC2=C1C=CC=C2)OC(=[N+](C)C)N(C)C, amount is: 0.0 MOLE;m3_m4:C([O-])(O)=O.[Na+], amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC(=O)N[C@@H](C)C(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.35 g of benzyl 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate trifluoroacetate in 70 ml of acetonitrite was cooled to 0° and treated with 0.15 g of N-benzyloxycarbonyl-L-alanine. A total of 0.36 9 of O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate and 0.17 g of sodium bicarbonate were added in several portions. The reaction mixture was stirred for a total of 36 hours and thereby warmed to room temperature, whereupon it was diluted with ice-water and extracted with methylene chloride. The organic phase was washed with water, dried over magnesium sulphate and concentrated. The residue was chromatographed several times over silica gel in chloroform/methanol, whereby 0.33 g of benzyl 5-[(N-benzyloxycarbonyl-L-alanyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate was obtained as a colourless foam; IR 1728, 1673, 1605, 1494 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:C(C1=CC=CC=C1)OC(=O)N[C@@H](C)C(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:C(C(F)(F)F)O, amount is: 0.0 ,Catalysts are m1_m2_m3:[Pd], amount is: 0.0 MOLE.Products are 0:N[C@@H](C)C(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.3 g of benzyl 5-[(N-benzyloxycarbonyl-L -alanyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate in 85 ml of trifluoroethanol was stirred under hydrogen for 15 minutes in the presence of palladium/charcoal (10%). The catalyst was filtered off and rinsed with trifluoroethanol. The filtrate and wash solution were brought to dryness and the combined residue was chromatographed over silica gel in chloroform/methanol/water, whereby 0.1.8 g 5-(L-alanylaminomethyl)-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid was obtained as a colourless foam; IR 3450-2400, 1679, 1606, 1575, 1493 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m3_m2:COC=1C=CC=2C(C3=CC=C(C(=C3OC2C1CC(=O)OCC1=CC=CC=C1)CNC([C@@H](NC([C@@H](NC([C@@H](NC(=O)OCC1C2=CC=CC=C2C=2C=CC=CC12)[C@@H](C)CC)=O)CC1=CC=C(C=C1)OC(C)(C)C)=O)C)=O)OC)(C)C, amount is: 0.0 ;m1_m3_m2:C(C)NCC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3_m2:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:COC=1C=CC=2C(C3=CC=C(C(=C3OC2C1CC(=O)OCC1=CC=CC=C1)CNC([C@@H](NC([C@@H](NC([C@@H](N)[C@@H](C)CC)=O)CC1=CC=C(C=C1)OC(C)(C)C)=O)C)=O)OC)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.74 g (0.73 mmol) of benzyl 3,6-dimethoxy-9,9-dimethyl-5-[(N-(9H-fluoren-9-ylmethoxycarbonyl)-L-isoleucyl-O-tert-butyl-L-tyrosyl-L-alanyl)aminomethyl]xanthene-4-acetate in 7 ml of dimethylformamide was stirred at 0° for 1 hour in the presence of 0.7 ml of diethylamine. The reaction mixture was brought to dryness. The residue obtained was chromatographed over silica gel in chloroform/methanol, whereby 0.53 g of benzyl 3,6-dimethoxy-9,9-dimethyl-5-[(L-isoleucyl-O-tert-butyl-L-tyrosyl-L-alanyl)aminomethyl]xanthene-4-acetate was obtained; IR 3292, 2970, 1742, 1672, 1655, 1627, 1605, 1536, 1502, 1499 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:COC=1C=CC=2C(C3=CC=C(C(=C3OC2C1CC(=O)OCC1=CC=CC=C1)CNC([C@@H](NC([C@@H](NC([C@@H](N)[C@@H](C)CC)=O)CC1=CC=C(C=C1)OC(C)(C)C)=O)C)=O)OC)(C)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:CO, amount is: 0.0 ,Catalysts are m1_m2_m3:[Pd], amount is: 0.0 .Products are 0:COC=1C=CC=2C(C3=CC=C(C(=C3OC2C1CC(=O)O)CNC([C@@H](NC([C@@H](NC([C@@H](N)[C@@H](C)CC)=O)CC1=CC=C(C=C1)OC(C)(C)C)=O)C)=O)OC)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.27 g of benzyl 3,6-dimethoxy-9,9-dimethyl-5-[(L-isoleucyl-O-tert-butyl-L-tyrosyl-L-alanyl)aminomethyl]xanthene-4-acetate in 15 ml of methanol was treated with 50 mg of palladium/charcoal (10%) and stirred under hydrogen for 3 hours. After filtering off the catalyst the solvent was removed and the residue was washed with ether. 0.24 g of 3,6-dimethoxy-9,9-dimethyl-5-[(L-isoleucyl-O-tert-butyl-L-tyrosyl-L-alanyl)aminomethyl]xanthene-4-acetic acid of m.p. 146°-149° was obtained; IR 1662, 1606, 1506, 1494 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:C(C1=CC=CC=C1)OC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ;m1_m2_m3:COC=1C=CC=2C(C3=CC=C(C=C3OC2C1CC(=O)[O-])OC)(C)C, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m2_m3:FC(C(C(F)(F)F)O)(F)F, amount is: 0.0 ,Catalysts are m4:[Pd], amount is: 0.0 .Products are 0:C1=CC=C(C=2OC3=CC=CC=C3CC12)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 100 mg of benzyl 5-[(N-benzyloxycarbonyl-L-valyl-L-alanyl-L-alanyl-L-phenylalanyl-L-leucyl-L-alanyl-L-leucyl-L-alanyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate (benzyl 5-[(N-benzyloxycarbonyl-SEQ ID NO:9)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate) were dissolved in 200 ml of hexafluoroisopropanol, treated with 60 mg of palladium on calcium carbonate (10%) and stirred under hydrogen for 3 hours. After filtering the catalyst the filtrate was concentrated. The residue remaining was washed several times with methanol and thereafter chromatographed over silica gel in chloroform/methanol/hexafluoroisopropanol, whereby 65 mg of 3,6-dimethoxy-9,9-dimethyl-5-[(L-valyl-L-alanyl-L-alanyl-L-phenylalanyl-L-leucyl-L-alanyl-L-leucyl-L-alanyl)aminomethyl]xanthene-4-acetic acid (3,6-dimethoxy-9,9-dimethyl-5-[(SEQ ID NO:9)aminomethyl]xanthene-4-acetic acid) were obtained; IR 3393, 3288, 2963, 1685, 1636, 1531 cm-1. |
Here is a chemical reaction formula: Reactants are m1_m2_m6_m3_m4:FC(C(=O)O)(F)F.NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, amount is: 0.0 ;m1_m2_m6_m3_m4:C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)N[C@H](CC(=O)OC(C)(C)C)C(=O)O, amount is: 0.0 ;m1_m2_m6_m3_m4:F[B-](F)(F)F.N1(N=NC2=C1C=CC=C2)OC(=[N+](C)C)N(C)C, amount is: 0.0 ;m1_m2_m6_m3_m4:C(C)(C)N(CC)C(C)C, amount is: 0.0 ;m5:C([O-])(O)=O.[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m2_m6_m3_m4:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C1=CC=CC=2C3=CC=CC=C3C(C12)COC(=O)N[C@H](CC(OC(C)(C)C)=O)C(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OCC1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.17 g of benzyl 5-aminomethyl-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate trifluoroacetate and 0.14 g of N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid in 5 ml of dimethylformamide was treated with 0.11 g of O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate and with 0.11 ml of diisopropylethylamine. The mixture was stirred at room temperature for 1 hour and thereafter poured into dilute sodium bicarbonate solution. The resulting precipitate was filtered off, washed with water KHSO4 /K2SO4 solution and again with water and dried with 400 in a vacuum, whereby 0.25 g of benzyl 5-[(N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate was obtained; MS: 841.5 (M+H)+. |
Here is a chemical reaction formula: Reactants are m2_m5:F[P-](F)(F)(F)(F)F.N1(N=NC2=C1C=CC=C2)OC(=[N+](C)C)N(C)C, amount is: 0.0 ;m3:C([O-])(O)=O.[Na+], amount is: 0.0 MOLE;m1_m4_m6:COC=1C=CC=2C(C3=CC=C(C=C3OC2C1CC(=O)[O-])OC)(C)C, amount is: 0.0 MOLE;m1_m4_m6:C(C(F)(F)F)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m5:CN(C=O)C, amount is: 0.0 ,Catalysts are m1_m4_m6:[Pd], amount is: 0.0 MOLE.Products are 0:FC(C(=O)O)(F)F.COC=1C=CC=2C(C3=CC=C(C=C3OC2C1)OC)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.47g of benzyl 5-[(Nα -benzylbxycarbonyl-NG -(2,2,5,7,8-pentamethylchroman-6-sulphonyl)-L-arginyl-glycyl-4-O-tert-butyl-L-aspartyl-L-valyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate in 25 ml of trifluoroethanol was stirred under hydrogen for 2 hours in the presence of palladium/charcoal (10%). Thereafter, the catalyst was filtered off and the filtrate was brought to dryness, The residue was taken up in 20 ml of dimethylformamide together with 0.34 ml of diisopropylethylamine. The solution obtained was added dropwise within 20 minutes to a solution of 0.66 g of O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate in 50 ml of dimethylformamide, whereupon the mixture was stirred at room temperature for 1 hour. Subsequently, the majority of the solvent was removed in a vacuum, whereupon the concentrate obtained was poured into dilute sodium bicarbonate solution. The resulting precipitate was filtered off, washed with water and dried. This crude product was dissolved in a mixture of 20 ml of trifluoroacetic acid, 0.5 ml of water and 0.2 ml of phenol. The solution was left to stand at room temperature for 1 hour and then concentrated. The residue remaining was digested with ether and lyophilized from glacial acetic acid. After purification by HPLC (C-18 phase; gradient: water/ethanol with 0.1% trifluoroacetic acid) 75 mg of 4,5-cyclo-[acetyl-L-arginyl-glycyl-L-aspartyl-L-valyl-aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene trifluoroacetate(4,5-cyclo-[acetyl-SEQ ID NO:2-aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene trifluoroacetate) were obtained; IR 3364, 2965, 2841, 1664, 1577 and 1497 cm-1 ; MS: 767 (M+H)+. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:C(C1=CC=CC=C1)OC(=O)N[C@@H](C)C(=O)N[C@@H]([C@H](OC(C)(C)C)C)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:O1CCOCC1, amount is: 0.0 ,Catalysts are m1_m2_m3:[Pd], amount is: 0.0 .Products are 0:N[C@@H](C)C(=O)N[C@@H]([C@H](OC(C)(C)C)C)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 70 mg of methyl 5-[(N-benzyloxycarbonyl-L-alanyl-O-tert-butyl-L-threonyl-L-valyl-glycyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate in 20 ml of dioxan was treated with 47 mg of palladium/charcoal (10%) and stirred under hydrogen for 19 hours. After filtering off the catalyst the filtrate was concentrated, whereby 59 mg of colourless methyl 5-[(L-alanyl-O-tert-butyl-L-threonyl-L-valyl -glycyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate was obtained; IR 3300, 2970, 1741,. 1680, 1658, 1631, 1523, 1494 cm-1. |
Here is a chemical reaction formula: Reactants are m5:C([O-])(O)=O.[Na+], amount is: 0.0 MOLE;m3:F[P-](F)(F)(F)(F)F.N1(N=NC2=C1C=CC=C2)OC(=[N+](C)C)N(C)C, amount is: 0.0 ;m1_m2_m6:C(C)(C)(C)OC(=O)NCC1=C2OC=3C(=C(C=CC3C(C2=CC=C1OC)(C)C)OC)CC(=O)O, amount is: 0.0 ;m1_m2_m6:Cl.C(C1=CC=CC=C1)OC([C@@H](N)CCC(N)=O)=O, amount is: 0.0 ;m4:C(C)(C)N(CC)C(C)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m6:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC(CC[C@H](N)C(=O)NC(CC1=C(C=CC=2C(C3=CC=C(C(=C3OC12)CNC(=O)OC(C)(C)C)OC)(OC)OC)OC)=O)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.46 g of 5-[(1-tert-butoxyformamido)methyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid and 0.3 g of O-benzyl-L-glutamine hydrochloride in 10 ml of dimethylformamide was cooled to 0° and treated firstly with 0.45 g of O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium hexafluorophosphate and then with 0.37 ml of diisopropylethylamine. The solution obtained was warmed to room temperature, stirred for 2 hours and then poured into dilute sodium bicarbonate solution. The separated precipitate was filtered off, washed with water and dried in a vacuum, whereby 0.59 g of 5-[N-(tert-butyloxycarbonyl)aminomethyl]-3,6-dimethoxy-9,9-dimethoxyxanthene-4-acetic acid (O-benzyl-L-glutamyl)amide was obtained; MS: 676 (M+H)+. |
Here is a chemical reaction formula: Reactants are m1:N(=NC(=O)OCC)C(=O)OCC, amount is: 0.0 ;m2_m3_m4_m5:C(C)(C)(C)[SiH2]OC(C1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)CO)(C)C, amount is: 0.0 ;m2_m3_m4_m5:C1(C=2C(C(N1)=O)=CC=CC2)=O, amount is: 0.0 ;m2_m3_m4_m5:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3_m4_m5:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)[SiH2]OC(C1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)CN1C(C2=CC=CC=C2C1=O)=O)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.62 ml (10.34 mmol) of diethyl azodicarboxylate were slowly added dropwise while cooling with ice and under argon to a solution of 3.09 g (7.97 mmol) of [6-(tert-butyl-dimethyl-silanyloxymethyl)-10-methyl-phenothiazin-4-yl]-methanol, 1.76 g (11.9 mmol) of phthalimide and 2.30 g (8.75 mmol) of triphenylphosphine in 65 ml of tetrahydrofuran. The reaction mixture was stirred at 0° for 3 hours and then worked-up analogously to that described in Example 2.1.1.ea. The residue was chromatographed on 500 g of silica gel with toluene/ethyl acetate (19:1), whereupon, after crystallization from ethanol/ethyl acetate, 3.22 g (78.2%) of 2-[6-(tert-butyl-dimethyl-silanyloxymethyl)-10-methyl-phenothiazin-4-ylmethyl]-2,3-dihydro-1H-isoindole-1,3-dione were obtained as a light yellow solid of m.p. 195°-196°. |
Here is a chemical reaction formula: Reactants are m2:CS(=O)CSC, amount is: 0.0 ;m4:C(C)(=O)[O-].[Na+], amount is: 0.0 MOLE;m3:C(=O)C1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)CC(=O)OC, amount is: 0.0 MOLE;m7:Cl, amount is: 0.0 MOLE;m5:Cl.NO, amount is: 0.0 MOLE;m1:C(C)OC(C1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)C=O)OCC, amount is: 0.0 ;m6:N(O)=CC1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)CC(=O)OC, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m13:O1CCCC1, amount is: 0.0 MOLE;m9:CO, amount is: 0.0 MOLE;m14:O, amount is: 0.0 MOLE;m10:CO, amount is: 0.0 MOLE;m8:O1CCCC1, amount is: 0.0 ;m11:CO, amount is: 0.0 MOLE,Catalysts are m12:[Pd], amount is: 0.0 MOLE.Products are 0:Cl.NCC1=C2SC=3C(=CC=CC3N(C2=CC=C1)C)CC(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 500 mg (1.46 mmol) of 6-diethoxymethyl-10-methyl-phenothiazine-4-carbaldehyde in 5 ml of tetrahydrofuran can be converted analogously to that described in Example 1.1.1.d with 0.22 g (1.75 mmol) of methyl (methylthiomethyl)sulphoxide, 0.14 ml of Triton B solution (35% in methanol) and hydrolysis into methyl 6-formyl-10-methyl-phenothiazine-4-acetate. This compound can be converted analogously to that described in Example 1.1.1.e in methanol, water and tetrahydrofuran using sodium acetate and hydroxylamine hydrochloride into methyl 6-[(hydroximino)methyl]-10-methyl-phenothiazine-4-acetate. This compound can be hydrogenated over palladium/charcaol in methanol and methanolic hydrochloric acid (20%) analogously to that described in Example 1.1.1.f, whereby there is obtained methyl 6-aminomethyl-10-methyl-phenothiazine-4-acetate hydrochloride which can be converted analogously to that described in Example 1.1.2 in dioxan and 1N sodium hydroxide solution using di-tert-butyl dicarbonate into methyl 6-[(1-tert-butylformamido)methyl]-10-methyl-phenothiazine-4-acetate. The product obtained can be hydrolyzed with 1N potassium hydroxide solution in methanol analogously to that described in Example 1.1.3 to give (6-tert-butoxycarbonyl-aminomethyl-10-methyl-phenothiazin-4-yl)-acetic acid prepared according to Example 2.1.1.g. |
Here is a chemical reaction formula: Reactants are m1:[N+](=[N-])=C, amount is: 0.0 ;m2_m3:C(C)(C)(C)OC(=O)C1=C2SC=3C(=CC=C(C3N(C2=CC=C1)C)CN)CC(=O)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3:C(Cl)Cl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)OC(=O)C1=C2SC=3C(=CC=C(C3N(C2=CC=C1)C)CN)CC(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1 ml of diazomethane solution (~0.3N in diethyl ether) was added dropwise while cooling with ice to a solution of 80 mg (0.19 mmol) of (6-tert-butoxycarbonyl-aminomethyl-10-methyl-phenothiazin-4-yl)-acetic acid in 4 ml of methylene chloride. The reaction mixture was brought to room temperature, stirred for 1.5 hours and evaporated. The residue was crystallized from ethyl acetate/hexane, whereupon, after drying in a high vacuum, 72 mg (91%) of methyl (6-tert-butoxycarbonyl-aminomethyl-10-methyl-phenothiazin-4-yl)-acetate were obtained as a white solid. MS 414 (M+, 64), 358 (100), 343 (15), 314 (15), 238 (15), 57 (16). |
Here is a chemical reaction formula: Reactants are m3:CN(C)CCN(C)C, amount is: 0.0 ;m5_m6:Cl, amount is: 0.0 ;m4:C(=O)N1CCCCC1, amount is: 0.0 ;m1:C(C)(C)(C)[Li], amount is: 0.0 ;m2:C(CCCCC)N1C2=CC=CC=C2SC=2C=CC=CC12, amount is: 0.0 ,this reaction does not need reagents,Solvents are m7:C(C)OCC, amount is: 0.0 MOLE;m5_m6:C(C)(=O)OCC, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCC)N1C2=CC=CC=C2SC=2C(=CC=CC12)C=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 38.6 ml of tert-butyllithium solution (1.4M in hexane) were slowly added dropwise at -78° under argon and while stirring to a solution of 11.80 g (41.6 mmol) of 10-hexyl-phenothiazine in 125 ml of abs. diethyl ether and 12.5 ml of N,N,N,N-tetramethylethylenediamine. The reaction mixture was stirred at -75° for 16 hours, brought slowly to 0°, treated with 6.92 ml (1.5 eq.) of N-formylpiperidine, stirred at 0° for 1 hour and then poured into ice, 100 ml of 0.1N hydrochloric acid solution and 250 ml of ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated. The residue was chromatographed on 1 kg of silica gel with ethyl acetate/hexane (1:1), whereupon 6.33 g (48.8%) of 10-hexyl-phenothiazine-4-carbaldehyde were obtained as a light yellowish oil. IR (film): 3064w, 2927m, 2854m, 2731w, 1689s, 1561m, 1455s, 1388w, 1336m, 1286m, 1259s, 1052w, 784m, 750m, 724m. |
Here is a chemical reaction formula: Reactants are m1:N(=NC(=O)OCC)C(=O)OCC, amount is: 0.0 ;m2_m3_m4_m5:C(C)(C)(C)[SiH2]OC(C1=C2SC=3C(=CC=CC3N(C2=CC=C1)CCCCCC)CO)(C1=CC=CC=C1)C1=CC=CC=C1, amount is: 0.0 ;m2_m3_m4_m5:C1(C=2C(C(N1)=O)=CC=CC2)=O, amount is: 0.0 ;m2_m3_m4_m5:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3_m4_m5:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)[SiH2]OC(C1=C2SC=3C(=CC=CC3N(C2=CC=C1)CCCCCC)CN1C(C2=CC=CC=C2C1=O)=O)(C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 0.68 ml (4.36 mmol) of diethyl azodicarboxylate was slowly added dropwise under argon and while cooling with ice to a solution of 1.95 g (3.35 mmol) of [6-(tert-butyl-diphenyl-silanyloxymethyl)-10-hexyl-phenothiazin-4-yl]-methanol, 876 mg (5.03 mmol) of phthalimide and 968 mg (3.69 mmol) of triphenylphosphine in 25 ml of tetrahydrofuran. The reaction mixture was stirred at 0° for 2 hours and at room temperature for 20 minutes and then worked up analogously to that described in Example 2.1.1 ea. The residue was chromatographed on 250 g of silica gel with diethyl ether/hexane (1:3), whereupon, after precipitation from hexane, 1.74 g (73.1%) of 2-[6-(tert-butyl-diphenyl-silanyloxymethyl)-10-hexyl-phenothiazin-4-ylmethyl]-2,3-dihydro-1H-isoindole-1,3-dione were obtained as a light yellowish amorphous solid. MS: 710 (M+, 100), 653(61), 506(16), 370(36), 308(41), 268(40), 224(21), 160(34), 130(45), 43(43). |
Here is a chemical reaction formula: Reactants are m4:O, amount is: 0.0 ;m2_m3_m5_m6:C1=CC2=C(C=C1O)OC3=CC(=O)C=CC3=N2, amount is: 0.0 ;m2_m3_m5_m6:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 MOLE;m1:S(=O)(=O)(OC)OC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3_m5_m6:O1CCOCC1, amount is: 0.0 ,Catalysts are m2_m3_m5_m6:COCCOCCN(CCOCCOC)CCOCCOC, amount is: 0.0 MOLE.Products are 0:COC1=CC2=C(C=C1)N=C3C=CC(=O)C=C3O2, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 12.1 ml of dimethyl sulphate were added at room temperature while stirring well to a suspension of 20.0 g (85.0 mmol) of resorufin, 17.6 g of freshly powdered potassium carbonate and 10 drops of tris-[2-(2-methoxyethoxy)ethyl]amine in 150 ml of dioxan. The reaction mixture was subsequently stirred at 100° for 2 hours, cooled and then treated with 150 ml of water. The solid was filtered off, washed with water and dried over phosphorus pentoxide. 11.5 g (59.5%) of resorufin methyl ether of m.p. 240°-244° (dec.) were obtained. |
Here is a chemical reaction formula: Reactants are m3_m5:COC=1C=CC2=C(OC3=C(N2C)C=CC(=C3COCOCCOC)OC)C1CO, amount is: 0.0 ;m1_m2:C1(C=2C(C(N1)=O)=CC=CC2)=O, amount is: 0.0 ;m1_m2:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, amount is: 0.0 ;m4_m6:[N+](=[N-])(C(=O)OCC)C(=O)OCC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m5:O1CCCC1, amount is: 0.0 ;m4_m6:O1CCCC1, amount is: 0.0 ;m10_m9_m8_m7:C(C)(=O)OCC, amount is: 0.0 ;m10_m9_m8_m7:CO, amount is: 0.0 ;m10_m9_m8_m7:CCCCCC, amount is: 0.0 ;m10_m9_m8_m7:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:COC=1C=C(C2=C(OC3=C(N2C)C=CC(=C3COCOCCOC)OC)C1)CN1C(C3=CC=CC=C3C1=O)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.63 g (1.5 eq.) of phthalimide and 2.91 g (1.5 eq.) of triphenylphosphine were added portionwise while cooling with ice to a solution of 3.0 g (7.40 mmol) of 3,7-dimethoxy-6-[[(2-methoxyethoxy)methoxy]methyl]-10-methyl-10H-dibenzo[b,e][1,4]oxazine-4-methanol in 40 ml of tetrahydrofuran. Then, a solution of 2.06 g (1.6 eq.) of diethyl diazodicarboxylate in 10 ml of tetrahydrofuran was slowly added dropwise at 0° during 2 hours. The reaction mixture was stirred at 0° for 10 hours and then poured into 50 ml of water, 100 ml of hexane, 50 ml of methanol and 50 ml of ethyl acetate. The organic phase was separated, washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated. The residue was chromatographed on 200 g of silica gel with ethyl acetate/hexane (1:1), whereupon 3.61 g (93.7%) of N-[[3,7-dimethoxy-6-[[(2-methoxyethoxy)methoxy]methyl]-10-methyl-10H-dibenzo[b,e][1,4]oxazin-1-yl]methyl]-2,3-dihydro-1H-isoindole-1,3-dione were obtained as an amorphous foam. MS: 534 (M+, 100), 160(8). |
Here is a chemical reaction formula: Reactants are m1_m2:O.NN, amount is: 0.0 ;m1_m2:COC=1C=CC2=C(OC3=C(N2C)C=CC(=C3CN3C(C2=CC=CC=C2C3=O)=O)OC)C1CC#N, amount is: 0.0 ;m4_m3:C([O-])([O-])=O.[Na+].[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m4_m3:C(Cl)Cl, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:NCC1=C(C=CC=2N(C3=C(OC21)C(=C(C=C3)OC)CC#N)C)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.0 ml of ethanolic hydrazine hydrate solution (1M) were added at room temperature to a suspension of 280 mg of [3,7-dimethoxy-6-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-ylmethyl)-10-methyl-10H-dibenz[b,e][1,4]-oxazin-4-yl]-acetonitrile. The reaction mixture was heated to 85° for 4 hours, the cooled and poured into methylene chloride and 10% sodium carbonate solution. The aqueous phase was extracted with ethylene chloride and the combined organic fractions were dried over magnesium chloride and concentrated. The residue was dried in a high vacuum and, after recrystallization from tert.-butyl methyl ether/methanol, 180 mg (90.1%) of 6-aminomethyl-3,7-dimethoxy-10-methyl-10H-dibenzo[b,e][1,4]oxazine-4-acetonitrile were obtained as a beige solid of m.p. 167°-169° (dec.). |
Here is a chemical reaction formula: Reactants are m5:[BH4-].[Li+], amount is: 0.0 ;m1_m6_m2_m3:COC=1C=CC=2N(C3=CC=C(C=C3SC2C1COCOCCOC)OC)C, amount is: 0.0 ;m1_m6_m2_m3:C(CCC)[Li], amount is: 0.0 ;m1_m6_m2_m3:C(=O)N1CCCCC1, amount is: 0.0 ;m4_m7:COC=1C=CC=2N(C3=CC=C(C(=C3SC2C1C=O)COCOCCOC)OC)C, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m6_m2_m3:C(C)OCC.O1CCCC1, amount is: 0.0 ;m4_m7:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:COC=1C=CC=2N(C3=CC=C(C(=C3SC2C1CO)COCOCCOC)OC)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 8.31 g (21.73 mmol) of 3,7-dimethoxy-4-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazine in 100 ml of diethyl ether/tetrahydrofuran (4:1) was reacted with 17.6 ml of n-butyllithium solution (1.6M in hexane) and 3.68 g (32.6 mmol) of N-formylpiperidine analogously to that described in Example 4.1.1.c. The resulting 3,7-dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazine-4-carbaldehyde was dissolved in 100 ml of tetrahydrofuran and reduced with 22 ml of lithium borohydride solution (1M in tetrahydrofuran) analogously to that described in Example 4.1.8.b. The crude product was chromatographed on silica gel with ethyl acetate/hexane (1:1), whereupon, after drying in a high vacuum, 6.44 g (70.3%) of [3,7-dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazin-4-yl]-methanol were obtained as light yellowish oil. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m3:C(CCCCC)N1C2=CC=C(C=C2SC=2C=C(C=CC12)OC)OC, amount is: 0.0 ;m1_m4_m2_m3:C(CCC)[Li], amount is: 0.0 ;m1_m4_m2_m3:C(=O)N1CCCCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2_m3:C(C)OCC.O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCC)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)C=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 3.42 g (10.0 mmol) of 10-hexyl-3,7-dimethoxy-phenothiazine in 50 ml of diethyl ether/tetrahydrofuran (4:1) was reacted with 8.12 ml of n-butyllithium solution (1.6M in hexane) and 3.35 g (29.6 mmol) of N-formylpiperidine analogously to that described in Example 4.1.1.c. The product was chromatographed on silica gel with ethyl acetate/hexane (1:4), whereupon 2.39 g (64.4%) of 10-hexyl-3,7-dimethoxy-phenothiazine-4-carbaldehyde were obtained as a red oil. |
Here is a chemical reaction formula: Reactants are m1:C(CCCCC)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)C=O)OC, amount is: 0.0 ;m3_m4_m5:C(CCCCC)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)CO)OC, amount is: 0.0 MOLE;m3_m4_m5:C(CCC)[Li], amount is: 0.0 ;m3_m4_m5:COCCOCCl, amount is: 0.0 ;m2:[BH4-].[Li+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m6:O1CCCC1, amount is: 0.0 ;m7_m0:C(C)OCC.CCCCCC, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCC)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)COCOCCOC)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 2.39 g (6.43 mmol) of 10-hexyl-3,7-dimethoxy-phenothiazine-4-carbaldehyde in 30 ml of tetrahydrofuran was reduced with 7.0 ml of lithium borohydride solution (1M in tetrahydrofuran) analogously to that described in Example 4.1.1.da. The resulting 10-hexyl-3,7-dimethoxy-phenothiazine-4-methanol was reacted with 4.0 ml of n-butyllithium solution (1.6M in hexane) and 1.0 g (8.0 mmol) of 2-methoxyethoxymethyl chloride analogously to that described in Example 4.1.1.db. After chromatography on silica gel with diethyl ether/hexane (3:2) 2.33 g (78.5%) of 10-hexyl-3,7-dimethoxy-4-(2-methoxy-ethoxymethoxymethyl)-phenothiazine were obtained as a light yellowish oil. |
Here is a chemical reaction formula: Reactants are m5:[BH4-].[Li+], amount is: 0.0 ;m1_m6_m2_m3:C(CCCCC)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)COCOCCOC)OC, amount is: 0.0 ;m1_m6_m2_m3:C(CCC)[Li], amount is: 0.0 ;m1_m6_m2_m3:C(=O)N1CCCCC1, amount is: 0.0 ;m4_m7:COC=1C=CC=2N(C3=CC=C(C(=C3SC2C1C=O)COCOCCOC)OC)CCCCCC, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m6_m2_m3:C(C)OCC.O1CCCC1, amount is: 0.0 ;m4_m7:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCC)N1C2=CC=C(C(=C2SC=2C(=C(C=CC12)OC)CO)COCOCCOC)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 8.0 g (17.33 mmol) of 10-hexyl-3,7-dimethoxy-4-(2-methoxy-ethoxymethoxymethyl)-phenothiazine in 100 ml of diethyl ether/tetrahydrofuran (4:1) was reacted with 12.0 ml of n-butyllithium solution (1.6M in hexane) and 2.94 g (26.0 mmol) of N-formylpiperidine analogously to that described in Example 4.1.1.c. The resulting 3,7-dimethoxy-10-hexyl-6-(2-methoxyethoxymethoxymethyl)phenothiazine-4-carbaldehyde was dissolved in 100 ml of tetrahydrofuran and reduced with 22 ml of lithium borohydride solution (1M in tetrahydrofuran) analogously to that described in Example 4.1.8.b. The product was chromatographed on silica gel with ethyl acetate/hexane (1:1), whereupon, after drying in a high vacuum, 4.41 g (51.7%) of [10-hexyl-3,7-dimethoxy-6-(2-methoxyethoxymethoxymethyl)-phenothiazin-4-yl]-methanol were obtained as a light yellowish oil. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m3:C(C1=CC=CC=C1)N1C2=CC=C(C=C2SC=2C(=C(C=CC12)OC)C(O[SiH2]C(C)(C)C)(C)C)OC, amount is: 0.0 ;m1_m4_m2_m3:C(CCC)[Li], amount is: 0.0 ;m1_m4_m2_m3:C(=O)N1CCCCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2_m3:C(C)OCC.O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)N1C2=CC=C(C(=C2SC=2C(=C(C=CC12)OC)C=O)C(O[SiH2]C(C)(C)C)(C)C)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 4.93 g (10.0 mmol) of 10-benzyl-4-(tert.-butyl-dimethyl-silanyloxymethyl)-3,7-dimethoxy-phenothiazine in 50 ml of diethyl ether/tetrahydrofuran (4:1) was reacted with 7.5 ml of n-butyllithium solution (1.6M in hexane) and 1.47 g (13.0 mmol) of N-formylpiperidine analogously to that described in Example 4.1.1.c. The 10-benzyl-3,7-dimethoxy-6-(tert.-butyl-dimethyl-silanyloxymethyl)phenothiazine-4-carbaldehyde obtained was dissolved in 50 ml of tetrahydrofuran and reduced with 10.0 ml of lithium borohydride solution (1M in tetrahydrofuran) analogously to that described in Example 4.1.8.b. The reaction mixture was worked up and chromatographed analogously to that described in 4.1.1.ea. After drying in a high vacuum 3.72 g (71.9%) of 10-benzyl-6-(tert.-butyl-dimethyl-silanyloxymethyl)-3,7-dimethoxy-phenothiazin-4-yl-methanol were obtained as an amorphous white solid. MS: |
Here is a chemical reaction formula: Reactants are m4_m6:O, amount is: 0.0 MOLE;m1_m2:CI, amount is: 0.0 ;m1_m2:N12CCCCCC2=NCCC1, amount is: 0.0 ;m3_m5:C(C1=CC=CC=C1)OC(=O)CC1=C(C=C(C=2N(C3=CC=C(C(=C3SC12)C(=O)OC(C)(C)C)OC)C(CCCC(=O)O)=O)CN)OC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m4_m6:C(C)(=O)OCC, amount is: 0.0 MOLE;m3_m5:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC(=O)CC1=C(C=C(C=2N(C3=CC=C(C(=C3SC12)C(=O)OC(C)(C)C)OC)C(CCCC(=O)OC)=O)CN)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 103 mg (0.726 mmol) of methyl iodide and 110 mg (0.726 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene were added while cooling with ice to a solution of 430 mg (0.66 mmol) of 5-(4-benzyloxycarbonylmethyl-6-tert.-butoxycarbonyl-aminomethyl-3,7-dimethoxy-phenothiazin-10-yl)-5-oxo-pentanoic acid in 15 ml of N,N-dimethylformamide. The reaction mixture was stirred firstly at room temperature and then at 40°, then cooled and finally poured into water and ethyl acetate. The organic phase was extracted twice with water, dried over magnesium sulphate and concentrated. The residue was chromatographed on silica gel with ethyl acetate/hexane (1:1), whereupon, after drying, 390 mg (88%) of methyl 5-(4-benzyloxycarbonylmethyl-6-tert.-butoxycarbonyl-aminomethyl-3,7-dimethoxy-phenothiazin-10-yl)-5-oxo-pentanoate were obtained as a white amorphous foam. MS (FAB): 664 (M+). |
Here is a chemical reaction formula: Reactants are m2:C1(=CC=C(C=C1)S(=O)(=O)[O-])C.[NH+]1=CC=CC=C1, amount is: 0.0 ;m3_m1:FC1=C(C=CC(=C1)F)C1(OC1)[C@@H](C)OC1OCCCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m1:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC1=C(C=CC(=C1)F)C1(OC1)[C@@H](C)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: In 600 ml of ethanol were dissolved 82 g of 2-(2,4-difluorophenyl)-2-[(1R)-1-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxyethyl]oxirane (prepared by a method disclosed in Japanese Patent Application Laid-open No. 74168/1992, JP-A-4-74168) and 6.3 g of pyridinium p-toluenesulfonate, and the solution was stirred at 55° C. for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in 1 liter of ethyl acetate, and washed twice, each time with 200 ml of water. The aqueous phase was extracted twice, each time with 100 ml of ethyl acetate. The organic phases were collected, washed with saturated aqueous solution of sodium chloride, dried over magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified with using silica gel chromatography (gradient eluent; hexane:ethyl acetate=10:1→8:1→3:1) to give 31.5 g of (1R)-1-[2-(2,4-difluorophenyl)-2-oxiranyl]ethanol as a pale yellow oil. |
Here is a chemical reaction formula: Reactants are m3:C(C)N(CC)CC, amount is: 0.0 ;m1_m2_m4:FC1=C(C=CC(=C1)F)C1(OC1)[C@@H](C)O, amount is: 0.0 ;m1_m2_m4:[N+](=O)([O-])C=1C=C(C(=O)Cl)C=C(C1)[N+](=O)[O-], amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m4:C(Cl)Cl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC1=C(C=CC(=C1)F)[C@]1(OC1)[C@@H](C)OC(C1=CC(=CC(=C1)[N+](=O)[O-])[N+](=O)[O-])=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: (1R)-1-[2-(2,4-difluorophenyl)-2-oxiranyl]ethanol (31.5 g) and 40 g of 3,5-dinitrobenzoyl chloride were dissolved in 500 ml of methylene chloride and, under ice-cooling, 24.1 ml of triethylamine was added dropwise thereinto. After the reaction mixture was stirred at room temperature for 3.5 hours, the resultant mixture was washed successively with 150 ml of water and with 150 ml of 5% aqueous solution of sodium bicarbonate. The resultant was dried over magnesium sulfate and concentrated under reduced pressure. The precipitated crystals were collected by filtration and washed with methylene chloride. The mother liquor and the washing were collected and the solvent was distilled off under reduced pressure. To the residue were added 25 ml of ethyl acetate and 300 ml of methanol, and the mixture was cooled with ice. The precipitated crystals were collected by filtration and recrystallized from a mixture of 25 ml of ethyl acetate and 250 ml of methanol to give 28.7 g of [(1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl]3,5-dinitrobenzoate as colorless needles. |
Here is a chemical reaction formula: Reactants are m2_m3_m4:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, amount is: 0.0 MOLE;m2_m3_m4:C(C1=CC=CC=C1)(=O)O, amount is: 0.0 ;m2_m3_m4:N(=NC(=O)OCC)C(=O)OCC, amount is: 0.0 ;m1_m5:FC1=C(C=CC(=C1)F)[C@]1(OC1)[C@@H](C)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m7_m6:O, amount is: 0.0 ;m7_m6:C(C)(=O)OCC, amount is: 0.0 ;m1_m5:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC1=C(C=CC(=C1)F)[C@]1(OC1)[C@H](C)OC(C1=CC=CC=C1)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 16.1 g of (1R)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol in 320 ml of tetrahydrofuran were added, under ice-cooling, 63.3 of triphenylphosphine, 29.5 g of benzoic acid and 42.0 g of diethyl azodicarboxylate, and the mixture was stirred in an argon atmosphere at room temperature for 6 hours. To the reaction mixture were added 800 ml of ethyl acetate and 500 ml of water to fractionate and the aqueous phase was extracted with 200 ml of ethyl acetate. The organic phases were collected, washed successively with water and with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated. The residue was purified by using silica gel chromatography (gradient eluent; hexane:ethyl acetate=15:1→7:1) to give 19.2 g of [(1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl]benzoate as a colorless oil. |
Here is a chemical reaction formula: Reactants are m4_m1_m3:FC(COC1=CC=C(C=C1)N1C(NC=C1)=O)(C(F)F)F, amount is: 0.0 ;m2:[H][H], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m4_m1_m3:C(C)(=O)O, amount is: 0.0 ,Catalysts are m4_m1_m3:[C].[Pd], amount is: 0.0 .Products are 0:FC(COC1=CC=C(C=C1)N1C(NCC1)=O)(C(F)F)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 10 ml of acetic acid and 2.0 g of 1-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2-(1H,3H)-imidazolone was added 0.5 g of 10% palladium-carbon. The mixture was stirred in a hydrogen atmosphere for 7.5 hours. The catalyst was separated by filtration, washed with acetic acid and the filtrate and the washing were collected, followed by distilling off the solvent under reduced pressure. To the residue were added 40 ml of water and 40 ml of ethyl acetate to fractionate, and the ethyl acetate phase was dried over magnesium sulfate and the solvent was distilled off under reduced pressure. to give colorless crystals. The obtained colorless crystals were washed with diisopropyl ether to give 1.86 g of 1-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2-imidazolidinone as colorless crystals. |
Here is a chemical reaction formula: Reactants are m1_m2_m3_m4:C(C1=CC=CC=C1)Br, amount is: 0.0 ;m1_m2_m3_m4:BrC1=CC=C(C=C1)C1=CC=C(C=C1)O, amount is: 0.0 ;m1_m2_m3_m4:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ;m1_m2_m3_m4:CC(CC)=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m5:O, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:BrC1=CC=C(C=C1)C1=CC=C(C=C1)OCC1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: In a flask, 25 g of benzyl bromide, 36.4 g of 4-bromo-4'-hydroxybiphenyl, 40.4 g of potassium carbonate, and 300 ml of 2-butanone were placed, and stirred under reflux for 6 hours. The reaction solution was poured into water, and an organic layer was extracted with toluene. After the toluene layer was washed with water and dried over sodium sulfate anhydrous, the solvent was distilled away. The residue was recrystallized from acetone to give 42.5 g of 4-bromo-4'-benzyloxybiphenyl (Y: 85.8%). The purity of the compound thus obtained was 99.0% by GC. |
Here is a chemical reaction formula: Reactants are m2:[Li+].[Cl-], amount is: 0.0 MOLE;m3:C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CNC)N)N)N)O, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m4:O, amount is: 0.0 MOLE;m5:O, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CNC)N)N)N)O;0:CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CN)N)N)N)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 10 ml sterilized water was added to one slant of M.echinospora JIM-401, and spores were scraped down and removed into a sterilized shake flask filled with glass balls. The flask was shaken for 15 min. The spore solution was filtered through sterilized filter paper to obtain monospora suspension. The suspension was diluted and treated with 0.3% LiCl at 30° C. for 30 min, then with UV (30 W) for 3 min. The treated suspension was diluted with sterilized water, spread on dishes containing 2000 ug/ml Micronomicin, and cultured at 35° C. for 14 days. Monocolonys were picked up and seeded on the slant, and were cultured at 37° C. for 8 days, then it was seeded in a shake flask, and shake-cultured at 35° C. for 6 days. The broth was detected with TLC and M.echinospora mutant CGMCC0197 was obtained. The mutant differed from original strain in cultural characteristics, physiologico-biochemical properties, carbon source utilization and products of fermentation. The mother strain produces Micronomicin (60%~70%) as the main component and gentamicin C1a (20%), but the mutant CGMCC0197 only produces a monocomponent antibiotic, which is the same as gentamicin C1a (GMC1)identified by means of TLC, UV, IR, NMR, MS. |
Here is a chemical reaction formula: Reactants are m2:Cl, amount is: 0.0 MOLE;m1:[NH4+].C(#N)C(CCC(=O)[O-])=C, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(#N)C(CCC(=O)O)=C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A 100-mL portion of the filtrate containing the 4-cyano-4-pentenoic acid ammonium salt product mixture described above was adjusted to pH 2.7 with 6N HCl, then saturated with sodium chloride and extracted with 4×100 mL of ethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and the volume of the combined extracts reduced to 100 mL by rotary evaporation at reduced pressure at 28° C. To the ether solution was added 200 mL of hexane, and the resulting solution cooled to -78° C. The resulting white solid which crystallized was isolated by rapid vacuum filtration and washing with 100 mL of cold (5° C.) hexane. Residual solvent was removed under high vacuum (150 millitorr) to yield 9.80 g (60% isolated yield) of 4-cyano-4-pentenoic acid (m.p. 26.5°-27.0° C., stored at -20° C.). |
Here is a chemical reaction formula: Reactants are m1:[NH4+].C(#N)CCCCC(=O)[O-], amount is: 0.0 MOLE;m2:Cl, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(#N)CCCCC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A 200-mL portion of the filtrate of the product mixture described above, containing the 5-cyanopentanoic acid ammonium salt (1.13M), was adjusted to pH 2.5 with 6N HCl, then saturated with sodium chloride and extracted with 4×200 mL of ethyl ether. The combined ether extracts were dried over magnesium sulfate, filtered, and the solvent removed by rotary evaporation at reduced pressure. Remaining ether was removed by stirring the colorless liquid at room temperature under high vacuum (60 millitorr) for 5 h to yield 27.32 g (95% isolated yield) of 5-cyanopentanoic acid. The 5-cyanopentanoic acid was then distilled under vacuum (75 millitorr) at 110°-112° C. without decomposition. |
Here is a chemical reaction formula: Reactants are m4:O, amount is: 0.0 ;m3_m6:[Cl-].[Cl-].[Cl-].[Cl-].[Zr+4], amount is: 0.0 ;m3_m6:C1CCOC1, amount is: 0.0 ;m1_m5:COCCC1=CC=CC1, amount is: 0.0 ;m1_m5:C1CCOC1, amount is: 0.0 ;m2:[K], amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:[Cl-].[Cl-].COCCC1(C=CC=C1)[Zr+2]C1(C=CC=C1)CCOC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 4.5 g (37.7 mmol) 2-methoxyethylcyclopentadiene in 50 ml THF was added to 2.20 g (58.0 mmol) clean, dry potassium metal under nitrogen. This was stirred for two hours at room temperature and warmed to 40 20 C. for a further two hours. After cooling, the solution was filtered and the remaining potassium washed, dried and weighed. The yield of potassium 2-methoxyethylcyclopentadienylide (KCp*) was calculated to be 4.20 g (26.4 mmol). The KCp* solution was added to a slurry of 3.03 g (13.0 mmol) zirconium tetrachloride in 20 ml THF and stirred for two hours. Approximately 0.5 ml water was added to the reaction vessel and the volatiles removed under reduced pressure. The residue was extracted with diethyl ether and filtered. The volume of ether was reduced under vacuum until precipitation began. Cooling to -50° C. in a low temperature freezer yielded 3.50 g of product as colourless needles (8.58 mmol, 66.0%), shown to be spectroscopically pure by 1H NMR. |
Here is a chemical reaction formula: Reactants are m3_m1_m2:C(=N)(N)NN.Cl, amount is: 0.0 ;m3_m1_m2:CC(=O)CC(=O)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m1_m2:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:Cl.C(N)(=N)N1N=C(C=C1C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To 850 ml of ethanol were added 188 g of aminoguanidine hydrochloride and 170 g of 2,4-pentadione and the mixture was heated with stirring for 3 hrs. under reflux. The precipitated crystals were filtered, sufficiently washed with ethanol and dried to obtain 1-amidino-3,5-dimethylpyrazole hydrochloride of 210 g. Next, 60 g of potassium hydroxide was dissolved in water of 120 g and 1-amidino-3,5-dimethylpyrazole hydrochloride of 61.1 g was added thereto withcooling with water and stirred further for 1 hr. Chloroform of 200 ml was added to the solution for extraction. A chloroform layer was separated, washed with water and dried with anhydrous sodium sulfate, thereafter, chloroform was removed to obtain 1-amidino-3,5-dimethylpyrazole of 46.0 g. |
Here is a chemical reaction formula: Reactants are m2:C(Cl)(Cl)Cl, amount is: 0.0 MOLE;m1_m4_m3:[OH-].[K+], amount is: 0.0 ;m1_m4_m3:Cl.C(N)(=N)N1N=C(C=C1C)C, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m5:O, amount is: 0.0 MOLE;m1_m4_m3:O, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C(N)(=N)N1N=C(C=C1C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To 850 ml of ethanol were added 188 g of aminoguanidine hydrochloride and 170 g of 2,4-pentadione and the mixture was heated with stirring for 3 hrs. under reflux. The precipitated crystals were filtered, sufficiently washed with ethanol and dried to obtain 1-amidino-3,5-dimethylpyrazole hydrochloride of 210 g. Next, 60 g of potassium hydroxide was dissolved in water of 120 g and 1-amidino-3,5-dimethylpyrazole hydrochloride of 61.1 g was added thereto withcooling with water and stirred further for 1 hr. Chloroform of 200 ml was added to the solution for extraction. A chloroform layer was separated, washed with water and dried with anhydrous sodium sulfate, thereafter, chloroform was removed to obtain 1-amidino-3,5-dimethylpyrazole of 46.0 g. |
Here is a chemical reaction formula: Reactants are m1:[Si]([O-])([O-])([O-])O[Si]([O-])([O-])[O-].[Na+].O.[Na+].[Na+].[Na+].[Na+].[Na+], amount is: 0.0 MOLE;m2:[Si]([O-])([O-])([O-])O[Si]([O-])([O-])[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m6:O, amount is: 0.0 MOLE;m5:O, amount is: 0.0 MOLE;m4:O, amount is: 0.0 MOLE;m0_m3:O, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:[Si]([O-])([O-])([O-])[O-].[Na+].[Na+].[Na+].[Na+], please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: EP-A-0 444 415 proposes detergents containing 5 to 50% by weight of at least one surfactant, 0.5 to 60% by weight of a builder and typical detergent ingredients, characterized in that an amorphous low-water sodium disilicate with a water content of 0.3 to 6% by weight is used as the builder. In a preferred embodiment, the amorphous sodium disilicate is said to contain 0.5 to 2% by weight of water. These substantially water-free amorphous disilicates are produced by a multistage process which initially comprises producing a powder-form amorphous sodium silicate with a water content of 15 to 23% by weight. This material is treated with waste gas in countercurrent in a rotary kiln at temperatures of 250° to 500° C. The amorphous sodium disilicate issuing from the rotary kiln is size-reduced by a mechanical crusher to particle sizes of 0.1 to 12 mm and subsequently ground in a mill to particle sizes of 2 to 400 μm. |
Here is a chemical reaction formula: Reactants are m4:C(C)OCC, amount is: 0.0 MOLE;m1_m5_m2_m3:OC1=C(OC=CC1=O)C, amount is: 0.0 ;m1_m5_m2_m3:C(C)OC(CN)=O, amount is: 0.0 ;m1_m5_m2_m3:[OH-].[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m6:CC(=O)C, amount is: 0.0 MOLE;m1_m5_m2_m3:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)OC(=O)CN1C(=C(C(C=C1)=O)O)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 3-hydroxy-2-methyl-4-pyrone (15 g) in ethanol (250 ml) has added to it glycine-ethyl ester (14 g) and concentrated aqueous sodium hydroxide to adjust pH to 10.0, the mixture is stirred at room temperature for several days, then rotary evaporated to dryness, resulting in white residue. Dissolution in acetone followed by di-ethyl ether treatment yields white precipitate of 1-ethoxycarbonylmethyl-3-Hydroxy-2-methyl-pyrid-4-one. The molecular ion mass M+=266.7. The compound dissolved in ethanol/water mixture with added iron forms the purple coloured complex. TLC showed a single, purple band separate and of lower rf than the 3-hydroxy-2-methyl-4-pyrone control (orange-red). |
Here is a chemical reaction formula: Reactants are m3:C[O-].[Na+], amount is: 0.0 ;m1_m2_m4:C1[C@@H]([C@@H]([C@H]([C@@H]([C@]1(CO)O)O)O)O)N.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO, amount is: 0.0 ;m1_m2_m4:C1[C@@H]([C@@H]([C@H]([C@@H]([C@]1(CO)O)O)O)O)N.O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m2_m4:CO, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C1=C([C@H]([C@@H]([C@H]([C@H]1N)O)O)O)CO.C1[C@@H]2[C@H]([C@@H]([C@H]([C@H](O1)O2)O)O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 482 mg (0.843 mmol) of 1,6-anhydro-3,4-di-O-acetyl-2-deoxy-2-[1D-(1N,2,4/3)-(2,3,4-tri-O-acetyl-5-C-acetoxymethyl-2,3,4-trihydroxy-5-cyclohexen-1-yl)amino]-β-D-glucopyranose (compound 4) was dissolved in dry methanol (20 ml) and a methanolic solution of sodium methoxide (0.5N, 0.1 ml) was added. After 4 hours, solvent was evaporated and the residue was purified by passing through a column of sephadex using water:ethanol (1:1) as eluent to provide pure 1,6-anhydro-2-deoxy-2-[1D-(1N,2,4/3)-5-C-hydroxymethyl-2,3,4-trihydroxy-5-cyclohexen-1-yl)amino]-β-D-glucopyranose (compound 5) (249 mg, 92.5%) as white powder after lyophilization. |
Here is a chemical reaction formula: Reactants are m2:O1C=C(C=C1)B(OC(C)C)OC(C)C, amount is: 0.0 MOLE;m1:Cl.BrC1=CC=C2C(=NC=NC2=C1)NC1=CC(=C(C=C1)F)Cl, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC=1C=C(NC2=NC=NC3=CC(=CC=C23)C2=COC=C2)C=CC1F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Using an analogous procedure to that described in Example 1, 7-bromo-4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt was reacted with di-isopropyl 3-furylboronate to give 4-(3-chloro-4-fluoroanilino)-7-(3-furyl)quinazoline in 37% yield, m.p. 249°-250° C.; |
Here is a chemical reaction formula: Reactants are m2:O1C(=CC=C1)B(OC(C)C)OC(C)C, amount is: 0.0 MOLE;m1:Cl.BrC1=CC=C2C(=NC=NC2=C1)NC1=CC(=C(C=C1)F)Cl, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC=1C=C(NC2=NC=NC3=CC(=CC=C23)C=2OC=CC2)C=CC1F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Using an analogous procedure to that described in Example 1, 7-bromo-4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt was reacted with di-isopropyl 2-furylboronate to give 4-(3-chloro-4-fluoroanilino)-7-(2-furyl)quinazoline in 36% yield, m.p.>250° C.; |
Here is a chemical reaction formula: Reactants are m4:C([O-])(O)=O.[Na+], amount is: 0.0 MOLE;m1_m2_m3_m6_m5:C(#N)[BH3-].[Na+], amount is: 0.0 ;m1_m2_m3_m6_m5:BrC=1C=C(SC1)C=O, amount is: 0.0 ;m1_m2_m3_m6_m5:N1CCOCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3_m6_m5:C(C)O, amount is: 0.0 ;m1_m2_m3_m6_m5:C(C)(=O)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:BrC=1C=C(SC1)CN1CCOCC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Sodium cyanoborohydride (2 g) was added portionwise to a stirred mixture of 4-bromo-2-thiophenecarbaldehyde (4.78 g), morpholine (2.1 g), glacial acetic acid (1.8 g) and ethanol (125 ml). The mixture was stirred at ambient temperature for 1 hour. The mixture was poured into a saturated aqueous sodium bicarbonate solution and extracted with methylene chloride. The organic phase was washed with brine and evaporated. The resultant oil was partitioned between a dilute (10%) aqueous hydrochloric acid solution and methylene chloride. The aqueous phase was basified by the addition of a saturated aqueous sodium bicarbonate solution and extracted with methylene chloride. The organic extract was dried (MgSO4) and evaporated to give 4-bromo-2-morpholinomethylthiophene (3.2 g); |
Here is a chemical reaction formula: Reactants are m1_m2:C(C(=C)CC(=O)O)(=O)O, amount is: 0.0 ;m1_m2:C(C)(=S)O, amount is: 3.680000066757202 MOLE,this reaction does not need reagents,Solvents are m3:C(C)(C)OC(C)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(=O)SCC(C(=O)O)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 400 g (3.07 mol) of itaconic acid (VIII) are added in portions within a period of approximately 30 minutes to 280 g (3.68 mol) of thioacetic acid, with simultaneous heating of the heating bath to 95° C. After 2.5 hours' stirring at 90°-100° C., the reaction mixture is cooled to room temperature and diluted with 300 ml of diisopropyl ether (DIPE), whereupon the product crystallises out within a period of approximately 12 hours. There are obtained 582 g of crystals having a melting point of 89°-91° C. |
Here is a chemical reaction formula: Reactants are m2_m3:[OH-].[Na+], amount is: 0.0 ;m1:C(C)(=O)SCC(C(=O)O)CC(=O)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:SCC(C(=O)O)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 582 g (2.85 mol) of acetylthiomethylbutanedioic acid (VII) are added, under nitrogen and while cooling with ice, to a solution of 570 g (14.25 mol) of NaOH in 3 litres of water (exothermic reaction). After 15 hours' stirring at room temperature, the reaction mixture is acidified to pH 1 with concentrated hydrochloric acid and extraction is carried out with ether. The combined organic phases are dried over sodium sulfate and concentrated to dryness, and the crystalline residue is washed with 200 ml of cold dichloromethane. There are obtained 385 g of crystals having a melting point of 107°-108.5° C. |
Here is a chemical reaction formula: Reactants are m2_m3_m5_m4:O=C1CC(CS1)C(=O)O, amount is: 0.0 ;m2_m3_m5_m4:CO, amount is: 0.0 ;m1:C1(CCCCC1)N=C=NC1CCCCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m2_m3_m5_m4:C(C)OCC, amount is: 0.0 ,Catalysts are m2_m3_m5_m4:CN(C)C1=NC=CC=C1, amount is: 0.0 .Products are 0:COC(=O)C1CSC(C1)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 225 g (1.09 mol) of dicyclohexylcarbodiimide (DCC) are added in portions, while cooling with ice, to a solution of 160 g (1.095 mol) of tetrahydro-5-oxo-3-thiophenecarboxylic acid, 70 g (2.19 mol) of methanol and 4 g (32.8 mmol) of dimethylaminopyridine (DMAP) in 2.5 litres of diethyl ether. After 4 hours' stirring at room temperature, the dicyclohexylurea is filtered off and the filtrate is extracted with 500 ml of 2N hydrochloric acid and 500 ml of saturated sodium hydrogen carbonate solution, is washed with water and is dried over sodium sulfate. There are obtained 149 g of solid product having a melting point of 33°-35° C. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:COC=1C=CC(=CC1)P2(=S)SP(=S)(S2)C=3C=CC(=CC3)OC, amount is: 0.0 ;m1_m2_m3:COC(=O)C1CSC(C1)=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:C1(=CC=CC=C1)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:COC(=O)C1CSC(C1)=S, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 207 g (0.51 mol) of Lawesson reagent are added at room temperature to a suspension of 149 g (0.93 mol) of tetrahydro-5-oxo-3-thiophenecarboxylic acid methyl ester in 1.23 litres of absolute toluene, and the mixture is boiled at reflux for 16 hours. Then the solvent is removed by distillation in vacuo, the residue is boiled at reflux for 20 minutes four times in one litre of a solvent mixture of petroleum ether and diethyl ether 1:1 each time, and the extract phase is in each case decanted off and concentrated. After distillation of the crude substance at 130°-140° C./0.03 mbar using a bulb tube, 129.5 g of orange oil are obtained. |
Here is a chemical reaction formula: Reactants are m3_m6:S1N=NC2=C1C(=CS2)C(=O)O, amount is: 0.0 ;m4_m7:ClC(C(Cl)(Cl)Cl)(Cl)Cl, amount is: 0.0 ;m1_m5:C(CCC)[Li], amount is: 0.0 ;m2:[Li+].CC(C)[N-]C(C)C, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m8:O, amount is: 0.0 ;m3_m6:O1CCCC1, amount is: 0.0 ;m4_m7:O1CCCC1, amount is: 0.0 ;m1_m5:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:ClC1=C(C2=C(N=NS2)S1)C(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 79 ml (201.6 mmol) of n-butyllithium (1.6M in hexane) are added at -30° C., under nitrogen, to a solution of 20.4 g (201.6 mmol) of diusopropylamine in 200 ml of tetrahydrofuran (THF). After 20 minutes' stirring at -20° C., the LDA solution so prepared is added dropwise at -90° C., under nitrogen, by means of a capillary, to a suspension of 15.0 g (80.6 mmol) of thieno[2,3-d]1,2,3-thiadiazole-6-carboxylic acid in 150 ml of THF. After 90 minutes' stirring at -50° C., a solution of 42.0 g (177.2 mmol) of hexachloroethane in 70 ml of THF is added at -90° C. and the reaction mixture is heated to room temperature within a period of 2 hours. Then the reaction mixture is poured onto 2 litres of water, the aqueous phase is extracted with diethyl ether and acidified with concentrated hydrochloric acid, and the product is isolated by filtration. There are obtained 17.55 g of light-brown solid having a melting point of 255°-265° C. (decomposition). |
Here is a chemical reaction formula: Reactants are m1_m5_m2_m3:OC1=CC=C(C(=O)OC)C=C1, amount is: 0.0 ;m1_m5_m2_m3:C(\C=C(/C)\CCC=C(C)C)Br, amount is: 0.0 ;m1_m5_m2_m3:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ;m4:O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m5_m2_m3:CC(=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(\C=C(/C)\CCC=C(C)C)OC1=CC=C(C(=O)OC)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of methyl 4-hydroxybenzoate (7.61 g) in acetone(80 ml) were added geranyl bromide (10.9 g) and potassium carbonate (13.8 g), and then the mixture was refluxed with heating for 6 hours. After the reaction, water (150 ml) was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was dried over sodium sulfate anhydride and then concentrated under a vacuum. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=9:1), thereby yielding 13.00 g of methyl 4-geranyloxybenzoate. |
Here is a chemical reaction formula: Reactants are m1_m4_m2:C(\C=C(/C)\CCC=C(C)C)OC1=CC=C(C(=O)OC)C=C1, amount is: 0.0 ;m1_m4_m2:[OH-].[K+], amount is: 0.0 ;m3:Cl, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m4_m2:CO, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(\C=C(/C)\CCC=C(C)C)OC1=CC=C(C(=O)O)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of methyl 4-geranyloxybenzoate(13.00 g) in methanol(50 ml) was added aqueous solution(10 ml) of potassium hydroxide (3.90 g). After being stirred overnight at room temperature, the mixture was refluxed with heating for 1 hour. After being acidified with concentrated hydrochloric acid, the reaction mixture was extracted with chloroform. The organic layer was dried over sodium sulfate anhydride and then the solvent was evaporated out under a vacuum. The resulting solid was recrystallized from hexane/ethyl acetate mixed solution, thereby yielding 9.77 g(71%) of the aimed compound. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m3:N1(CCNCC1)CCO, amount is: 0.0 ;m1_m4_m2_m3:BrCC#N, amount is: 0.0 ;m1_m4_m2_m3:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ;m1_m4_m2_m3:CC(=O)C, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:NCCN1CCN(CC1)CC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 1-piperazineethanol(2.28 g) in acetone(40 ml) were added bromoacetonitrile(2.40 g) and potassium carbonate(5.53 g) and then the mixture was stirred at room temperature for 4 hours. After the reaction, the reaction mixture was washed with saturated brine and water successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g), and then the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated, the resulting residue was dissolved in chloroform. After a filtration, the filtrate was concentrated, thereby yielding 1.17 g (41%) of 4-(2-aminoethyl)-1-ethylpiperazine. |
Here is a chemical reaction formula: Reactants are m1:C(C(C)C)N1CCNCC1, amount is: 0.0 ;m2:BrCC#N, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:NCCN1CCN(CC1)CC(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: By using 1-isobutylpiperazine (2.84 g) and bromoacetonitrile(2.40 g), as in the case of Reference Example 28, 1.19 g (15%) of 4-(2-aminoethyl)-1-isobutylpiperazine was obtained. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m3:NCCN1CCCCC1, amount is: 0.0 ;m1_m4_m2_m3:C(C)N(CC)CC, amount is: 0.0 ;m1_m4_m2_m3:C(C)(=O)OC(C)=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2_m3:ClCCl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)NCCN1CCCCC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 1-(2-aminoethyl)piperidine(5.01 g) in dichloromethane (100 ml) were added triethylamine(11 ml) and acetic anhydride(4.4 ml) and then the mixture was stirred at room temperature for 40 minutes. The reaction solution was washed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. The residue was dropped into a suspension of lithium aluminium hydride (3.46 g) in tetrahydrofuran(100 ml). After being refluxed with heating for 1 hour, the reaction mixture was filtrated. The filtrate was concentrated, thereby yielding 4.43 g(79%) of 1-[2-(ethylamino)ethyl]piperidine. |
Here is a chemical reaction formula: Reactants are m4:O, amount is: 0.0 ;m3_m6:ClC1=NC=C(C=C1)CCl, amount is: 0.0 ;m1_m5:C(#N)C=1C(NC=CC1)=O, amount is: 0.0 ;m2:[H-].[Na+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m6:C(C)#N, amount is: 0.0 ;m1_m5:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:ClC1=NC=CC=C1N1C(C(=CC=C1)C#N)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.0 g (0.017 mol) of 3-cyano-2-pyridone (Brana, Rodriguez, J. Heterocycl. Chem., 1297 (1982)) are dissolved in 30 ml of absolute N,N-dimethylformamide, and 0.56 g (0.019 mol) of sodium hydride (80% suspension) are added at 0° C. After the mixture has been stirred for 20 minutes, a solution of 2.75 g (0.017 mol) of 2-chloro-5-chloromethyl pyridine in 10 ml of absolute acetonitrile is added dropwise, and the mixture is stirred for 3 hours at room temperature. The reaction mixture is then poured into 400 ml of water and extracted using ethyl acetate, and the organic phase is dried over magnesium sulphate and then distilled to dryness. The residue is stirred with a little diethyl ether and filtered off with suction. In this manner, 3.2 g of 1-(2'-chloropyridin-3-yl)-3-cyano-2-pyridone of melting point 145° C. are obtained. |
Here is a chemical reaction formula: Reactants are m2:C(C1=CC=CC=C1)N1CCNCC1, amount is: 0.0 MOLE;m1:C(C)(C)(C)OC(=O)N1CCC(CC1)=O, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)N1CCN(CC1)C1CCN(CC1)C(=O)OC(C)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: The same procedure as in Example 1(a) was repeated except that 1-t-butoxycarbonyl-4-oxopiperidine and 1-benzylpiperazine were used to give 1-benzyl-4-(1-t-butoxycarbonylpiperidin-4-yl)piperazine. |
Here is a chemical reaction formula: Reactants are m9_m3:[H-], amount is: 0.0 ;m4:C(O)([O-])=O.[Na+], amount is: 0.0 MOLE;m1_m2:C(C)(C)(C)OC(=O)N1CCC(CC1)=O, amount is: 0.0 ;m1_m2:O=C1NC(CNC1)=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m9_m3:C(C)(=O)O, amount is: 0.0 ;m8:O, amount is: 0.0 MOLE;m6:CCCCCC, amount is: 0.0 MOLE;m7:C(C)(=O)O, amount is: 0.0 MOLE;m5:ClCCCl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)OC(=O)N1CCC(CC1)N1CC(NC(C1)=O)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of 1-t-butoxycarbonyl-4-oxopiperidine (9.06 g) and 2,6-dioxopiperazine (3.99 g) was dissolved in 1,2-dichloroethane (170 ml), and acetic acid (20 ml) of triacetoxyboronsodium hydride (9.64 g) were added to the solution, followed by stirring at room temperature for 17 hours. Then, water was added to the reaction solution under ice-cooling, and sodium hydrogencarbonate was added to the solution to neutralize acetic acid. The reaction solution was charged into a separating funnel to separate an aqueous layer from an organic layer. The aqueous layer was extracted with chloroform, and the extracted organic layer was then combined with the above organic layer. The combined organic layer was washed with a saturated saline solution and then dried over sodium sulfate. After the solvent was evaporated, the residue was purified by silica gel column chromatography (350 g, chloroform→chloroform:methanol=60:1) to give a crystal. Then, n-hexane was added to the crystal, and the crystal was collected by filtration to give 6.46 g (62%) of 4-(1-t-butoxycarbonylpiperidin-4-yl)-2,6-dioxopiperazine. |
Here is a chemical reaction formula: Reactants are m1_m3_m2_m4:C1CCCC2C3=CC=CC=C3NC12, amount is: 0.0 ;m1_m3_m2_m4:ClCCC(=O)Cl, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3_m2_m4:CC(=O)C, amount is: 0.0 ;m1_m3_m2_m4:CC(=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:ClCCC(=O)N1C2=CC=CC=C2C2CCCCC12, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 10 g 1,2,3,4,4a,9a-hexahydro carbazole in 30 ml acetone was added a solution of 8.3 g 3-chloropropionyl chloride in 30 ml acetone dropwise at ambient temperature and the mixture was refluxed for 1 hour. The solvent was then distilled off under reduced pressure and the residue was dissolved in 100 ml of dichloromethane and washed with 10% hydrochloric acid twice. The solution was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure to provide about 17 g of 9-(3-chloro-propionyl)-1,2,3,4,4a,9a-hexahydrocarbazole as a viscous oil. This oil was not purified but submitted directly to the next reaction. |
Here is a chemical reaction formula: Reactants are m2:C(=O)N1CCNCC1, amount is: 0.0 ;m1:ClCCC(=O)C1=CC2=C(CCC3N(C2)C(C2=CC=CC=C23)=O)C=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(=O)N1CCN(CC1)CCC(=O)C1=CC2=C(CCC3N(C2)C(C2=CC=CC=C23)=O)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Using 3.45 g of 3-(3-chloro-1-oxopropyl)7,11b,12,13-tetrahydro-5H-isoindolo[2,1-b][2]benzazepin-7-one, corresponding to Reference Example 5 Compound No. 1, and 1.4 g of 1-formylpiperazine, the procedure of Example 1 was otherwise repeated to provide about 3.6 g of 3-[3-(4-formyl-1-piperazinyl)-1-oxopropyl]-7,11b,12,13-tetrahydro-5H-isoindolo[2,1-b][2]benzazepin-7-one as a crude oil. This oil was not further purified but directly dissolved in 50 ml of methanol and the solution was refluxed with 50 ml of concentrated hydrochloric acid for 4 hours. After the methanol was distilled off, the residual aqueous solution was adjusted to pH about 10 with 10% aqueous sodium hydroxide solution and the product was extracted into dichloromethane. The extract was washed with water and the solvent was distilled off under reduced pressure to provide 3.1 g of the title compound as a powder melting at 207°-210° C. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:ClCCC(=O)Cl, amount is: 0.0 ;m1_m2_m3:N1CCCCC1, amount is: 0.0 ;m1_m2_m3:[Br-].NC1=C(C[P+](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=CC=C1, amount is: 0.0 ;m6_m4:Cl, amount is: 0.0 ,this reaction does not need reagents,Solvents are m5:ClCCl, amount is: 0.0 ;m6_m4:ClCCl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:[Br-].ClCCC(=O)NC1=C(C[P+](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 3-Chioropropionyl chloride (3.0 ml, 32 mmol) and piperidine (3.5 ml, 43.5 mmol) were added to a suspension of 2-aminobenzyltriphenylphosphonium bromide (13.0 g, 29 mmol) (synthesised using the procedure of Capuano et al, Chem. Ber., 1986, 119, 2069-2074) in dichloromethane (60 ml) under a nitrogen atmosphere. The mixture was heated at reflux for 30 min. and then cooled to room temperature. Dichloromethane (60 ml) and hydrochloric acid (1N, 50 ml) were added and the precipitated solid was collected by filtration, washed with dichloromethane and dried in vacuo to give 2-(3-chloropropionylamino)benzyltriphenylphosphonium bromide (7.5 g, 48%). The filtrate was diluted with dichloromethane (300 ml) and washed with sodium carbonate (satd., 150 ml). Evaporation of the dichloromethane gave a residue which was triturated with ether (200 ml) and the white solid collected to afford a second crop of product (5.0 g, 32%). |
Here is a chemical reaction formula: Reactants are m1_m2_m3:[Br-].ClCCC(=O)NC1=C(C[P+](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=CC=C1, amount is: 0.0 ;m1_m2_m3:C=1C=CC(=CC1)N2CCNCC2, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:C(C)#N, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:[Br-].C1(=CC=CC=C1)N1CCN(CC1)CCC(=O)NC1=C(C[P+](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of 2-(3-chloropropionylamino)benzyltriphenylphosphonium bromide (2.70 g, 5 mmol) and phenylpiperazine (1.70 g, 10 mmol) in acetonitrile (85 ml) was heated at reflux for 2.5 h. The mixture was cooled to room temperature and filtered and the filtrate evaporated in vacuo to give 2-(3-[4-phenylpiperazin-1-yl]propionylamino) benzyltriphenylphosphonium bromide as a white solid (3.1 g, 93%). |
Here is a chemical reaction formula: Reactants are m1_m4_m2:[OH-].[Li+], amount is: 0.0 ;m1_m4_m2:N1C(=CC2=CC=CC=C12)CC(=O)OC, amount is: 0.0 ;m5_m3:CO, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2:O, amount is: 0.0 ;m5_m3:C1CCOC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:N1C(=CC2=CC=CC=C12)CC(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of lithium hydroxide (346 mg, 8.25 mmol) in water (2 ml) was added to methyl indole-2-acetate (520 mg, 2.75 mmol) (prepared using the method of Capuano et al, Chem. Ber., 1986, 119, 2069) in THF (2 ml) and methanol (6 ml) and the mixture stirred for 1 h. The mixture was concentrated in vacuo, diluted with water (20 ml) and extracted with diethyl ether (2×10 ml). The aqueous layer was carefully acidified to pH 2 with 1M HCl and extracted into dichloromethane (3×20 ml). The extracts were dried (MgSO4) and evaporated in vacuo to give indole-2-acetic acid (350 mg, 72%) as a pink solid. |
Here is a chemical reaction formula: Reactants are m5:Cl.CN(CCCN=C=NCC)C, amount is: 0.0 ;m1_m2_m3_m4_m6:ON1N=NC2=C1C=CC=C2, amount is: 0.0 ;m1_m2_m3_m4_m6:C(C)N(CC)CC, amount is: 0.0 ;m1_m2_m3_m4_m6:N1C(=CC2=CC=CC=C12)CC(=O)O, amount is: 0.0 ;m1_m2_m3_m4_m6:C(C1=CC=CC=C1)N1CCNCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3_m4_m6:C1CCOC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)N1CCN(CC1)NC(CC=1NC2=CC=CC=C2C1)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1-Hydroxybenzotriazole (324 mg, 2.4 mmol) and triethylamine (446 μl, 3.2 mmol) were added to a solution of indole-2-acetic acid (350 mg, 2 mmol) and 1-benzylpiperazine (352 mg, 2 mmol) in THF (25 ml), followed after 5 min by 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (576 mg, 3 mmol) and the mixture stirred for 15 h. The mixture was concentrated in vacuo and the residue partitioned between citric acid (1M, 30 ml) and ethyl acetate (25 ml), the phases were separated and the aqueous layer extracted with ethyl acetate (2×25 ml). The combined organic layers were washed with sodium bicarbonate (satd., 2×10 ml) and brine (satd., 20 ml), dried (Na2SO4) and evaporated in vacuo to give 1-benzyl-4-(2-indolylacetamido)piperazine as a pink solid (200 mg, 30%), m/z (CI+, NH3) 334 (M+1)+. |
Here is a chemical reaction formula: Reactants are m1_m2_m4:S(=O)(Cl)Cl, amount is: 0.0 ;m1_m2_m4:N1C(=CC2=CC=CC=C12)C(=O)O, amount is: 0.0 ;m3:C(C1=CC=CC=C1)N1CCNCC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m4:C1(=CC=CC=C1)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:Cl.C(C1=CC=CC=C1)N1CCN(CC1)C(=O)C=1NC2=CC=CC=C2C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Thionyl chloride (1.62 ml, 22.3 mmol) was added to a solution of indole-2-carboxylic acid (3.0 g, 18.6 mmol) in toluene (40 ml), the mixture heated at reflux for 3 h and then cooled to room temperature. 1-Benzylpiperazine (3.7 ml, 20.4 mmol) was added and the resultant precipitate collected by filtration, washed with toluene, and dried in vacuo to give 2-(4-benzylpiperazin-1-yl) carbonyl indole hydrochloride (6.5 g, 98%). M.p. >210° C. (dec). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C(=CC=C1)C, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC=CC(=C2C1=O)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.00 g (9.19 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.26 g (8.33 mmol) of 2-amino-6-methylbenzoic acid were treated in the same way as in Example 1 to obtain 2.50 g of the above-identified compound (yield 85.6%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 2.56 (3H,s), 6.99 (2H,t), 7.49 (1H,t), 7.77 (2H,d), 8.20 (2H,d), 11.54 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC=C1C, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=C(C=CC=C2C1=O)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.00 g (9.19 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.26 g (8.33 mmol) of 2-amino-3-methylbenzoic acid were treated in the same way as in Example 1 to obtain 2.86 g of the above-identified compound (yield 98.0%). Properties: colorless crystal, Melting point: 221°-225° C., PMR (δppm, DMSO-d6): 2.32 (3H,s), 7.12 (1H,t), 7.51 (1H,d), 7.72 (1H,d), 7.76 (2H,d), 8.19 (2H,d), 11.10 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:C(C=C)OC(=O)C1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(C=C)OC(=O)C1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=CC=C2C1=O)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.10 g (4.15 mmol) of 4-allyloxycarbonylbenzene-sulfonylisocyanate and 712 mg (4.15 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 657 mg of the above-identified compound (yield 37.6%). Properties: colorless crystal, Melting point: 130°-132° C., PMR (δppm, DMSO-d6): 4.59 (2H,d), 5.18 (1H,d), 5.27 (1H,d), 5.87-5.94 (1H,m), 7.13 (1H,s), 7.22 (1H,d), 7.62-7.70 (2H,m), 7.86 (1H,d), 8.09 (2H,d), 11.63 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC=C1OC, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=C(C=CC=C2C1=O)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.00 g (9.19 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.40 g (8.38 mmol) of 2-amino-3-methoxybenzoic acid were treated in the same way as in Example 1 to obtain 2.58 g of the above-identified compound (yield 84.0%). Properties: colorless crystal, Melting point: 220°-222° C., PMR (δppm, DMSO-d6): 3.88 (3H,s), 7.16 (1H,t), 7.32 (1H,d), 7.43 (1H,d), 7.76 (2H,d), 8.17 (2H,d), 10.95 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:C(#N)C=1C=C(C=CC1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC(=CC=C1)C#N)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.14 g (5.49 mmol) of 3-cyanobenzenesulfonylisocyanate and 943 mg (5.50 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 399 mg of the above-identified compound (yield 20.0%). Properties: colorless crystal, Melting point: 225°-226° C., PMR (δppm, DMSO-d6); 7.13 (1H,s), 7.24 (1H,d), 7.89 (2H,m), 8.24 (1H,d), 8.43 (1H,d), 8.55 (1H,s), 11.76 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:CC=1C=C(C=CC1C)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC(=C(C=C1)C)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 582 mg (2.76 mmol) of 3,4-dimethylbenzenesulfonylisocyanate and 473 mg (2.76 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 190 mg of the above-identified compound (yield 18.9%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 2.33 (6H,s), 7.12 (1H,s), 7.23 (1H,d), 7.43 (1H,d), 7.84-7.91 (3H,m), 11.64 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:COC=1C=C(C=CC1OC)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC(=C(C=C1)OC)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 897 mg (3.69 mmol) of 3,4-dimethoxybenzenesulfonylisocyanate and 633 mg (3.69 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 512 mg of the above-identified compound (yield 35.0%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 3.85 (3H,s), 3.88 (3H,s), 7.12 (1H,s), 7.22 (2H,d), 7.67 (1H,s), 7.77 (1H,d), 7.86 (1H,d), 11.63 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=C(C=C1)OC, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC=C(C=C2C1=O)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.00 g (4.59 mmol) of 4-chlorobenzenesulfonylisocyanate and 698 mg (4.18 mmol) of 2-amino-5-methoxybenzoic acid were treated in the same way as in Example 1 to obtain 992 mg of the above-identified compound (yield 64.8%). Properties: colorless crystal, Melting point: 192°-194° C., PMR (δppm, DMSO-d6): 3.79 (3H,s), 7.08 (1H,d), 7.30 (2H,m), 7.75 (2H,d), 8.16 (2H,d), 11.48 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:[N+](=O)([O-])C1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)[N+](=O)[O-])=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.13 g (4.95 mmol) of 4-nitrobenzenesulfonylisocyanate and 849 mg (4.95 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 610 mg of the above-identified compound (yield 32.3%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 7.13 (1H,s), 7.24 (1H,d), 7.87 (1H,d), 8.42 (2H,d), 8.48 (2H,d), 11.93 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:FC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)F)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.72 g (8.57 mmol) of 4-fluorobenzenesulfonylisocyanate and 1.47 g (8.57 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 815 mg of the above-identified compound (yield 26.8%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 7.12 (1H,s), 7.23 (1H,d), 7.49-7.55 (2H,m), 7.86 (1H,d), 8.23-8.28 (2H,m), 11.90 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:COC(=O)C1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)C(=O)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.12 g (4.65 mmol) of 4-methoxycarbonylbenzenesulfonylisocyanate and 798 mg (4.65 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.08 g of the above-identified compound (yield 58.9%). Properties: colorless crystal, Melting point: >230° C., PMR (δppm, DMSO-d6): 3.91 (3H,s), 7.13 (1H,s), 7.23 (1H,d), 7.86 (1H,d), 8.20 (2H,d), 8.29 (2H,d), 11.80 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1C)C, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=C(C(=CC=C2C1=O)C)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 365 mg (1.68 mmol) of 4-chlorobenzenesulfonylisocyanate and 230 mg (1.40 mmol) of 2-amino-3,4-dimethylbenzoic acid were treated in the same way as in Example 1 to obtain 272 mg of the above-identified compound (yield 53.6%). Properties: colorless crystal, Melting point; 241°-245° C., PMR (δppm, DMSO-d6): 2.21 (3H,s), 2.32 (3H,s), 7.06 (1H,d), 7.63 (1H,d), 7.75 (2H,d), 8.18 (2H,d), 10.64 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=C(C(=C1)C)C, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=C(C=C2C1=O)C)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 365 mg (1.68 mmol) of 4-chlorobenzenesulfonylisocyanate and 230 mg (1.40 mmol) of 2-amino-4,5-dimethylbenzoic acid were treated in the same way as in Example 1 to obtain 80 mg of the above-identified compound (yield 15.7%). Properties: colorless crystal, Melting point: 221°-222° C., PMR (δppm, DMSO-d6): 2.23 (3H,s), 2.27 (3H,s), 6.89 (1H,s), 7.60 (1H,s), 7.75 (2H,d), 8.15 (2H,d), 11.40 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=C(C(=C1)OC)OC, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=C(C=C2C1=O)OC)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.36 g (10.8 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.94 g (9.84 mmol) of 2-amino-4,5-dimethoxybenzoic acid were treated in the same way as in Example 1 to obtain 2.86 g of the above-identified compound (yield 73.3%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 3.79 (3H,s), 3.84 (3H,s), 6.62 (1H,s), 7.22 (1H,s), 7.74 (2H,d), 8.15 (2H,d), 11.36 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC=CC=C2C1=O)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 3.10 g (14.3 mmol) of 4-chlorobenzenesulfonylisocyanate and 2.00 g (14.4 mmol) of 2-aminobenzoic acid were treated in the same way as in Example 1 to obtain 4.60 g of the above-identified compound (yield 94.4%). Properties: colorless crystal, Melting point: 214°-215° C., PMR (δppm, DMSO-d6): 7.10 (1H,d), 7.20 (1H,t), 7.66 (2H,d), 7.70 (2H,d), 7.84 (1H,d), 7.15 (2H,d). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)[N+](=O)[O-], amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=CC=C2C1=O)[N+](=O)[O-])=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.90 g (13.3 mmol) of 4-chlorobenzenesulfonylisocyanate and 2.21 g (14.1 mmol) of 2-amino-4-nitrobenzoic acid were treated in the same way as in Example 1 to obtain 7.02 g of the above-identified compound (yield 57.9%). Properties: colorless crystal, Melting point: 258°-260° C., PMR (δppm, DMSO-d6): 7.10 (1H,s), 7.77 (2H,d), 7.92 (1H,d), 8.10 (1H,d), 8.19 (2H,d). |
Here is a chemical reaction formula: Reactants are m1_m2:C1(=CC=CC=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C1(=CC=CC=C1)S(=O)(=O)N1C(NC2=CC=CC=C2C1=O)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 3.00 g (16.4 mmol) of benzenesulfonylisocyanate and 2.04 g (14.9 mmol) of 2-aminobenzoic acid were treated in the same way as in Example 1 to obtain 3.26 g of the above-identified compound (yield 72.4%). Properties: colorless crystal, Melting point: 211°-213° C., PMR (δppm, DMSO-d6): 7.13 (1H,d), 7.20 (1H,t), 7.61-7.70 (3 H,m), 7.78 (1H,t), 7.87 (1H,d), 8.17 (2H,d), 11.51 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)F, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=CC=C2C1=O)F)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2.31 g (10.6 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.50 g (9.67 mmol) of 2-amino-4-fluorobenzoic acid were treated in the same way as in Example 1 to obtain 2.87 g of the above-identified compound (yield 83.7%). Properties: colorless crystal, Melting point: >200° C., PMR (δppm, DMSO-d6): 6.86 (1H,d), 7.04 (1H,t), 7.76 (2H,d), 7.93 (1H,dd), 8.17 (2H,d), 11.65 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=C(C=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC=1C=C2C(N(C(NC2=CC1)=O)S(=O)(=O)C1=CC=C(C=C1)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 630 mg (2.90 mmol) of 4-chlorobenzenesulfonylisocyanate and 500 mg (2.92 mmol) of 2-amino-5-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 520 mg of the above-identified compound (yield 47.9%). Properties; colorless crystal, Melting point: 223°-225° C., PMR (δppm, DMSO-d6): 7.11 (1H,d), 7.69 (1H,q), 7.78 (3H,m), 8.15 (2H,d), 11.67 (1H,s). |
Here is a chemical reaction formula: Reactants are m1:ClC1=CC(=C(C(=O)OC)C=C1)NC(=O)OC1=CC=CC=C1, amount is: 0.0 MOLE;m2:CN1C=C(C=C1)S(=O)(=O)N, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:CN1C=C(C=C1)S(=O)(=O)NC(=O)NC1=C(C=CC(=C1)Cl)C(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: As the starting substances, methyl 4-chloro-2-phenoxycarbonylaminobenzoate and 1-methylpyrrole-3-sulfonamide were used and the same method was applied as in Example 36 to obtain N-(1-methylpyrrole-3-sulfonyl)-N'-(2-methoxycarbonyl-5-chlorophenyl)urea and further to obtain from 1.89 g (5.08 mmol) of N-(1-methylpyrrole-3-sulfonyl)-N'-(2-carboxy-5-chlorophenyl)urea 712 mg of the above-identified compound (yield 41.3%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):3.71 (3H,s), 6.61 (1H,s), 6.90 (1H,s), 7.12 (1H,s), 7.23 (1H,d), 7.72 (1H,s), 7.86 (1H,d), 11.59 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:CN1N=CC(=C1S(=O)(=O)N=C=O)C(=O)OCC, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=C(C=NN1C)C(=O)OCC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.26 g (4.89 mmol) of 1-methyl-4-ethoxycarbonylpyrazol-5-sulfonylisocyanate and 839 mg (4.89 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 712 mg of the above-identified compound (yield 35.3%). Properties: colorless crystal, Melting point: 222°-224° C., PMR (δppm, DMSO-d6):1.05 (3H,t), 2.09 (3H,s), 4.04 (2H,q), 4.25 (2H,s), 7.15 (1H,s), 7.29 (1H,s), 7.91 (1H,d), 8.02 (1H,s), 11.92 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:C(C=C)OC(=O)C1=C(CNC2=C(C(=O)O)C=CC(=C2)Cl)C=CC=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(C=C)OC(=O)C1=C(CN2C(N(C(C3=CC=C(C=C23)Cl)=O)S(=O)(=O)C2=CC=C(C=C2)Cl)=O)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.38 g (6.36 mmol) of 4-chlorobenzenesulfonylisocyanate and 2.00 g (5.78 mmol) of 2-(2-allyloxycarbonylbenzyl)amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.50 g of the above-identified compound (yield 47.6%). Properties: colorless crystal, Melting point: 155°-156° C., PMR (δppm, DMSO-d6):4.83 (2H,d), 5.2-5.5 (4H,m), 6.0-6.2 (1H,m), 7.1-7.2 (2H,m), 7.3-7.5 (5H,m), 7.7-7.8 (2H,m), 7.9-8.1 (2H,m), 8.1-8.2 (2H,m) |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:ClC1=CC(=C(C(=O)O)C=C1)NCC=1C=NC=CC1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(N(C2=C1)CC=1C=NC=CC1)=O)S(=O)(=O)C1=CC=C(C=C1)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 580 mg (2.68 mmol) of 4-chlorobenzenesulfonylisocyanate and 600 mg (2.28 mmol) of 4-chloro-2-(3-pyridylmethyl)aminobenzoic acid were treated in the same way as in Example 1 to obtain 175 mg of the above-identified compound (yield 16.6%). Properties: colorless crystal, Melting point: >190° C. (decomposition), PMR (δppm, DMSO-d6):5.29 (2H,s), 7.3-7.4 (2H,m), 7.39 (1H,s), 7.68 (1H,d), 7.79 (2H,d), 7.97 (1H,d), 8.20 (2H,d), 8.46 (1H,d), 8.57 (1H,d). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:ClC1=CC(=C(C(=O)O)C=C1)NCC1=NC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(N(C2=C1)CC1=NC=CC=C1)=O)S(=O)(=O)C1=CC=C(C=C1)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 950 mg (4.35 mmol) of 4-chlorobenzenesulfonylisocyanate and 950 mg (3.61 mmol) of 4-chloro-2-(2-pyridylmethyl)aminobenzoic acid were treated in the same way as in Example 1 to obtain 600 mg of the above-identified compound (yield 36.0%). Properties: colorless crystal, Melting point: >180° C. (decomposition), PMR (δppm, DMSO-d6):5.29 (2H,s), 7.3-7.5 (4H,rn), 7.7-7.8 (3H,m), 7.97 (1H,d), 8.17 (2H,d), 8.48 (1H,d) |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:ClC1=CC(=C(C(=O)O)C=C1)NCC1=CC=NC=C1, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(N(C2=C1)CC1=CC=NC=C1)=O)S(=O)(=O)C1=CC=C(C=C1)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 655 mg (3.01 mmol) of 4-chlorobenzenesulfonylisocyanate and 620 mg (2.35 mmol) of 4-chloro-2-(4-pyridylmethyl)aminobenzoic acid were treated in the same way as in Example 1 to obtain 220 mg of the above-identified compound (yield 16.6%). Properties: colorless crystal, Melting point: >240° C. (decomposition), PMR (δppm, DMSO-d6):5.35 (2H,s), 7.2-7.4 (5H,m), 7.4-7.8 (4H,m), 8.01 (1H,d), 8.50 (2H,d), 11.85 (1H,s) |
Here is a chemical reaction formula: Reactants are m1:ClC1=CC(=C(C(=O)OC)C=C1)NC(=O)OC1=CC=CC=C1, amount is: 0.0 MOLE;m2:N1=CC(=CC=C1)S(=O)(=O)N, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:N1=CC(=CC=C1)S(=O)(=O)NC(=O)NC1=C(C=CC(=C1)Cl)C(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: As the starting substances, methyl 4-chloro-2-phenoxycarbonylaminobenzoate and pyridine-3-sulfonamide were used and the same method was applied as in Example 36 to obtain N-(3-pyridine sulfonyl)-N'-(2-methoxycarbonyl-5-chlorophenyl)urea and further to obtain from 1.3 g (3.66 mmol) of N-(3-pyridine sulfonyl)-N'-(2-carboxyl-5-chlorophenyl)urea 1.1 g of the above-identified compound (yield 88.3%). Properties: colorless crystal, Melting point: >226° C. (decomposition), PMR (δppm, DMSO-d6):7.10 (1H,s), 7.24 (1H,d), 7.73 (1H,t), 7.85 (1H,d), 8.50 (1H,d), 7.93 (1H,d), 9.23 (1H,s), 11.68 (1H,s). |
Here is a chemical reaction formula: Reactants are m1:ClC1=CC(=C(C(=O)OC)C=C1)NC(=O)OC1=CC=CC=C1, amount is: 0.0 MOLE;m2:N1C(=CC=C1)S(=O)(=O)N, amount is: 0.0 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:N1C(=CC=C1)S(=O)(=O)NC(=O)NC1=C(C=CC(=C1)Cl)C(=O)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: As the starting substances, methyl 4-chloro-2-phenoxycarbonylaminobenzoate and pyrrole-2-sulfonamide were used and the same method was applied as in Example 36 to obtain N-(pyrrole-2-sulfonyl)-N'-(2-methoxycarbonyl-5-chlorophenyl)urea and further to obtain from 750 mg (2.16 mmol) of N-(pyrrole-2-sulfonyl)-N'-(2-carboxyl-5-chlorophenyl)urea 550 mg of the above-identified compound (yield 77.3%). Properties: colorless crystal, Melting point: >280° C. (decomposition), PMR (δppm, DMSO-d6):7.10 (1H,s), 7.24 (1H,d), 7.73 (1H,t), 7.85 (1H,d), 8.50 (1H,d), 7.93 (1H,d), 9.23 (1H,s), 11.68 (1H,s). |
Here is a chemical reaction formula: Reactants are m1_m2:C(#N)C1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)C#N)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.14 g (5.49 mmol) of 4-cyanobenzenesulfonylisocyanate and 943 mg (5.50 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 349 mg of the above-identified compound (yield 17.6%). Properties: colorless crystal, Melting point: >250° C. (decomposition), PMR (δppm, DMSO-d6):7.13 (1H,s), 7.24 (1H,d), 7.86 (1H,d), 8.16 (2H,d), 8.32 (2H,d), 11.9 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=C(C=CC=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=C(C=CC=C1)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.14 g (5.22 mmol) of 2-chlorobenzenesulfonylisocyanate and 896 mg (5.22 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.00 g of the above-identified compound (yield 51.6%). Properties: colorless crystal, Melting point: 275°-276° C., PMR (δppm, DMSO-d6):7.16 (1H,s), 7.23 (1H,d), 7.63-7.76 (4H,m), 7.86 (1H,d), 8.20 (1H,d), 11.79 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=C(C=C(C=C1)Cl)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=C(C=CC(=C1)Cl)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.12 g (4.42 mmol) of 2,5-dichlorobenzenesulfonylisocyanate and 882 mg (4.42 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.06 g of the above-identified compound (yield 58.6%). Properties: colorless crystal, Melting point: 254°-256° C., PMR (δppm, DMSO-d6):7.17 (1H,s), 7.24 (1H,d), 7.71 (1H,d), 7.80-7.89 (2H,m), 8.18 (1H,s). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=C(C(=CC=C1)Cl)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=C(C=CC=C1Cl)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.12 g (4.42 mmol) of 2,6-dichlorobenzenesulfonylisocyanate and 882 mg (4.42 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 725 mg of the above-identified compound (yield 40.5%). Properties: colorless crystal, Melting point: 260°-261° C., PMR (δppm, DMSO-d6):7.18 (1H,s), 7.22 (1H,br), 7.63 (3H,br), 7.88 (1H,d), 11.83 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)OC, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=CC=C2C1=O)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 313 mg (1.44 mmol) of 4-chlorobenzenesulfonylisocyanate and 200 mg (1.20 mmol) of 2-amino-4-methoxybenzoic acid were treated in the same way as in Example 1 to obtain 252 mg of the above-identified compound (yield 62.8%). Properties: colorless crystal, Melting point: 205°-206° C., PMR (δppm, DMSO-d6):3.79 (3H,s), 7.08 (1H,d), 7.28-7.30 (2H,m), 7.75 (2H,d), 8.16 (2H,d), 11.42 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:C1(=CC=C(C=C1)S(=O)(=O)N=C=O)C, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)OC, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:COC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 269 mg (1.36 mmol) of p-toluenesulfonylisocyanate and 190 mg (1.20 mmol) of 2-amino-4-methoxybenzoic acid were treated in the same way as in Example 1 to obtain 211 mg of the above-identified compound (yield 53.5%). Properties: colorless crystal, Melting point: 228°-231° C., PMR (δppm, DMSO-d6):2.43 (3H,s), 3.79 (3H,s), 7.07 (1H,d), 7.29 (2H,br), 7.45-7.54 (2H,m), 8.04 (2H,d), 11.37 (1H,s). |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=CC(=C(C=C1)S(=O)(=O)N=C=O)F, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=C(C=C(C=C1)Cl)F)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.12 g (4.77 mmol) of 4-chloro-2-fluorobenzenesulfonylisocyanate and 819 mg (4.77 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 742 mg of the above-identified compound (yield 40.0%). Properties: colorless crystal, Melting point: 267°-268° C., PMR (δppm, DMSO-d6):7.16 (1H,s), 7.24 (1H,d), 7.56 (1H,t), 7.73 (1H,d), 7.87 (1H,d), 8.10 (1H,t), 12.2 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:COC1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.14 g (5.35 mmol) of 4-methoxybenzenesulfonylisocyanate and 938 mg (5.35 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 938 mg of the above-identified compound (yield 64.3%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):3.88 (3H,s), 7.12 (1H,s), 7.17-7.23 (3H,m), 7.85 (1H,d), 8.10 (2H,d), 11.68 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:FC(C1=CC=C(C=C1)S(=O)(=O)N=C=O)(F)F, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:ClC1=CC=C2C(N(C(NC2=C1)=O)S(=O)(=O)C1=CC=C(C=C1)C(F)(F)F)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.67 g (6.67 mmol) of 4-trifluoromethylbenzenesulfonylisocyanate and 1.14 g (6.67 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 888 mg of the above-identified compound (yield 32.9%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):7.13 (1H,s), 7.23 (1H,d), 7.87 (1H,d), 8.06 (2H,d), 8.39 (2H,d), 11.78 (1H,br). |
Here is a chemical reaction formula: Reactants are m1_m2:C(C=C)OC(=O)C1=CC=C(C=C1)S(=O)(=O)N=C=O, amount is: 0.0 ;m1_m2:NC1=C(C(=O)O)C=CC(=C1)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:C(C=C)OC(=O)C1=CC=C(C=C1)S(=O)(=O)N1C(NC2=CC(=CC=C2C1=O)Cl)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 1.76 g (6.60 mmol) of 4-allyloxycarbonylbenzenesulfonylisocyanate and 1.13 mg (6.60 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 965 mg of the above-identified compound (yield 34.8%). Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δppm, DMSO-d6):4.87 (2H,d), 5.31 (1H,d), 5.43 (1H,d), 6.00-6.11 (1H,m), 7.12 (1H,s), 7.22 (1H,d), 7.85 (1H,d), 8.23 (2H,d), 8.32 (2H,d), 11.69 (1H,br). |