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Here is a chemical reaction formula: Reactants are m1_m2_m3_m4_m5:CC=1C(=C(C(=C(C1)C)C)C)C, amount is: 0.0 ;m1_m2_m3_m4_m5:[Sn](Cl)(Cl)(Cl)Cl, amount is: 0.0 ;m1_m2_m3_m4_m5:C(C)(C)(C)C=1C=C(C2=C(C(C(O2)=O)O)C1)C(C)(C)C, amount is: 0.0 ;m1_m2_m3_m4_m5:C(C)(C)(C)C=1C=C(C2=C(C(C(O2)=O)O)C1)C(C)(C)C, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m6:O, amount is: 0.0 MOLE;m1_m2_m3_m4_m5:ClCCCl, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)C=1C=C(C2=C(C(C(O2)=O)C2=C(C(=C(C(=C2C)C)C)C)C)C1)C(C)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 11.5 g (77.5 mmol) of pentamethylbenzene and 10 ml (85.0 mmol) of tin tetrachloride are added to a solution of 19.7 g (75.0 mmol) of 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one (compound (201), Table 2, Example 1a) in 50 ml of 1,2-dichloroethane and the reaction mixture is refluxed for 1 hour. The reaction mixture is diluted with water and extracted three times with toluene. The organic phases are combined, washed with water, dried over sodium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ethanol yields 26.3 g (89%) of 5,7-di-tert-butyl-3-(2,3,4,5,6-pentamethylphenyl)-3H-benzofuran-2-one, m.p. 185°-190° C. (compound (111), Table 1). |
Here is a chemical reaction formula: Reactants are m1_m2_m3_m4:C(C)(C)(C)C=1C=C(C2=C(C(C(O2)=O)O)C1)C(C)(C)C, amount is: 0.0 ;m1_m2_m3_m4:C1(=CC=CC=C1)SC, amount is: 0.0 ;m1_m2_m3_m4:[Cl-].[Al+3].[Cl-].[Cl-], amount is: 0.0 ;m1_m2_m3_m4:C1(=CC=CC=C1)SC, amount is: 0.0 ;m7_m5_m6:Cl, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m7_m5_m6:C(Cl)Cl, amount is: 0.0 MOLE;m7_m5_m6:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)C=1C=C(C2=C(C(C(O2)=O)C2=CC=C(C=C2)SC)C1)C(C)(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 26.2 g (0.10 mol) of 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one (compound (20(1), Table 2, Example 1a) in 25 ml (0.21 mol) of thioanisole is added dropwise to a solution of 14.7 g (0.11 mol) of aluminium chloride in 15 ml (0.13 mol) of thioanisole at 35°-40° C. The reaction mixture is thereafter stirred for 30 minutes at 30° C. and for 2 hours at 80° C., and then after cooling, c. 50 ml of water and then concentrated hydrochloric acid and methylene chloride are added cautiously in sufficient amount to form a homogeneous two-phase mixture. The organic phase is separated, washed with water, dried over sodium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ethanol yields 6.7 g (18%) of 5,7-di-tert-butyl-3-(4-methylthiophenyl)-3H-benzofuran-2-one, m.p. 125°-131° C. (compound (108), Table 1). |
Here is a chemical reaction formula: Reactants are m4_m6:CN=C=O, amount is: 0.0 ;m1_m2_m3_m5:C(C)(C)(C)C1=CC(=CC=2C(C(OC21)=O)O)C, amount is: 0.0 ;m1_m2_m3_m5:C(C)(C)(C)C1=CC(=CC=2C(C(OC21)=O)O)C, amount is: 0.0 MOLE;m1_m2_m3_m5:CN=C=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m7:ClCCl, amount is: 0.0 MOLE,Catalysts are m4_m6:CS(=O)(=O)O, amount is: 0.0 MOLE;m1_m2_m3_m5:CS(=O)(=O)O, amount is: 0.0 MOLE.Products are 0:CNC(=O)OC1C(OC2=C1C=C(C=C2C(C)(C)C)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of 5.5 g (25.0 mmol) of 7-tert-butyl-3-hydroxy-5-methyl-3H-benzofuran-2-one (compound (202), Example 1a), 3 ml (50.0 mmol) of methyl isocyanate and 2 drops of methanesulfonic acid are refluxed for 31/4 hours. Then a further 3 ml (50.0 mmol) of methyl isocyanate and 2 drops of methanesulfonic acid are added. The reaction mixture is refluxed for another 16 hours, then cooled, diluted with dichloromethane and washed with water and a 5% aqueous solution of sodium hydrogencarbonate. The organic phases are combined, dried over magnesium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from toluene yields 4.45 g (65%) of 3-(N-methylcarbamoyloxy)-5-methyl-7-tert-butyl-3H-benzofuran-2-one (compound (212), Table 2), m.p. 138°-143° C. (compound (212), Table 2). |
Here is a chemical reaction formula: Reactants are m1_m2_m3:C(C)(C)(C)C1=CC(=CC=2C(C(OC21)=O)O)C, amount is: 0.0 ;m1_m2_m3:C(C)(C)(C)C1=CC(=CC=2C(C(OC21)=O)O)C, amount is: 0.0 MOLE;m1_m2_m3:S(=O)(Cl)Cl, amount is: 0.0 ,this reaction does not need reagents,this reaction does not need solvents,Catalysts are m4:CN(C=O)C, amount is: 0.0 MOLE.Products are 0:C(C)(C)(C)C1=CC(=CC=2C(C(OC21)=O)Cl)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a suspension of 2.2 g (10.0 mmol) of 7-tert-butyl-3-hydroxy-5-methyl-3H-benzofuran-2-one (compound (202), Example 1a, Table 2) in 2.4 ml (55.0 mmol) of thionyl chloride is added one drop of dimethyl formamide and the mixture is stirred for 2 hours at room temperature. Excess thionyl chloride is afterwards distilled off on a vacuum rotary evaporator. Chromatography of the residue on silica gel with the solvent system dichloromethane/hexane=1:1 and crystallisation of the pure fractions from methanol yields 0.30 g (13%) of 7-tert-butyl-3-chloro-5-methyl-3H-benzofuran-2-one, m.p. 81°-86° C. (compound (208), Table 2). |
Here is a chemical reaction formula: Reactants are m1:NC1CCC(CC1)=O, amount is: 0.0 MOLE;m3:[N+](=[N-])=CC(=O)OCC, amount is: 0.0 MOLE;m2:B(F)(F)F, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m4:C(C)OCC, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C(C)OC(=O)C1C(CCC(CC1)N)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: The appropriate 4-aminocyclohexanone in an appropriate solvent, for example diethyl ether, is treated with an appropriate Lewis acid such as boron trifluoride for about 20 minutes to about an hour at room temperature. To this solution is then added ethyl diazoacetate and the resulting mixture is stirred for about 1 hour to about 24 hours at room temperature. The resulting 2-ethoxycarbonyl-5-aminocycloheptanone is isolated by diluting the reaction mixture with aqueous sodium carbonate and extracting with a water immiscible solvent such as diethyl ether. The reaction product is then directly dissolved in dimethylsulfoxide which contains sodium chloride and water. The reaction mixture is heated to about 170° C. for from about 1 to about 24 hours to effect the decarboxylation. The desired 4-aminocycloheptanone is recovered by diluting the reaction mixture with water and extracting with an appropriate solvent such as diethyl ether. The reaction product may be purified by column chromatography, if desired, prior to further reaction. |
Here is a chemical reaction formula: Reactants are m5:[H-], amount is: 0.0 MOLE;m1_m7_m2:BrC=1C=C2C=3CC(CCC3N(C2=CC1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C, amount is: 0.0 ;m1_m7_m2:C(CCC)[Li], amount is: 0.0 ;m6:C(C)(C)(C)OC(OC(C)(C)C)=O, amount is: 0.0 ;m4:[H-].COCCO[Al+]OCCOC.[Na+].[H-], amount is: 0.0 ;m3_m8:C1(=CC=CC=C1)P(=O)(C1=CC=CC=C1)N=[N+]=[N-], amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m7_m2:O1CCCC1, amount is: 0.0 ;m3_m8:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3N(C2=CC1)[Si](C)(C)C)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.898 gm (2.0 mMol) 6-bromo-3-(dimethyl)amino-9-triisopropylsilyl-1,2,3,4-tetrahydro-9H-carbazole in 20 mL tetrahydrofuran at -70° C. were added 1.56 mL (2.2 mMol) n-butyllithium (1.41M in hexane). The solution was allowed to stir at this temperature for 45 minutes and then it was siphoned over 15 minutes into a solution of 0.50 mL (2.3 mMol) diphenylphosphoryl azide in 20 mL tetrahydrofuran at -70° C. The wine red solution was maintained at -70° C. for 2 hours at which point the reaction mixture was treated with 2.5 mL (8.9 mMol) sodium bis(2-methoxyethoxy)aluminum hydride (65% in toluene). The reaction mixture was allowed to warm to 0° C. during which time gas evolution was observed and the reaction mixture became pale yellow. After 30 minutes at 0° C. the reaction mixture was allowed to warm to room temperature. After 30 minutes at room temperature the reaction mixture was again cooled to 0° C. and was cautiously treated with ice to decompose excess hydride. The reaction mixture was then filtered to remove the precipitate that had formed and the precipitate was washed thoroughly with diethyl ether. The combined filtrates were washed sequentially with dilute aqueous sodium hydroxide and saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to a viscous oil. This oil was then dissolved in 10 mL dichloromethane and to it were added 0.50 gm (2.3 mMol) di-(t-butyl)carbonate. The resulting solution was then stirred for 18 hours at room temperature. The reaction mixture was then concentrated under reduced pressure. The residue was then dissolved in toluene and concentrated under reduced pressure to remove and residual t-butanol. The residue was then subjected to column chromatography, eluting with a gradient of chloroform (2-8% 95:5 methanol:ammonium hydroxide) to give 0.45 gm (46%) of the desired compound as a colorless glass. |
Here is a chemical reaction formula: Reactants are m3:[F-].C(CCC)[N+](CCCC)(CCCC)CCCC, amount is: 0.0 ;m4:C(C(O)C(O)C(=O)O)(=O)O, amount is: 0.0 MOLE;m1_m5_m2:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3N(C2=CC1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C, amount is: 0.0 ;m1_m5_m2:B(O)(O)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m5_m2:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.44 gm (0.91 mMol) 6-(t-butoxycarbonyl)amino-3-(dimethyl)amino-9-triisopropylsilyl-1,2,3,4-tetrahydro-9H-carbazole in 10 mL tetrahydrofuran at 0° C. were added 0.30 gm boric acid followed by 1.5 mL 1M aqueous tetrabutylammonium fluoride. After 3 hours the reaction mixture was added to dilute aqueous tartaric acid and the resulting mixture extracted several times with dichloromethane. The remaining aqueous phase was made basic with dilute aqueous sodium hydroxide and extracted well with dichloromethane. This organic phase was dried over sodium sulfate and concentrated under reduced pressure. This residue was subjected to radial chromatography (2 mm silica gel), eluting with 96:4 chloroform:methanol containing 5% ammonium hydroxide. Fractions shown to contain product were combined and concentrated under reduced pressure to give 0.246 gm (83%) of the desired product. |
Here is a chemical reaction formula: Reactants are m3:FC1=CC=C(C(=O)Cl)C=C1, amount is: 0.0 ;m2:N1=CC=CC=C1, amount is: 0.0 ;m1_m4:[N+](=O)([O-])C1=CC=C(N)C=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4:ClCCl, amount is: 0.0 ,Catalysts are m5_m6:FC1=CC=C(C(=O)Cl)C=C1, amount is: 0.0 ;m5_m6:N1=CC=CC=C1, amount is: 0.0 .Products are 0:FC1=CC=C(C(=O)NC2=CC=C(C=C2)[N+](=O)[O-])C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a suspension of 30.0 gm (0.217 mole) 4-nitroaniline in 225 mL dichloromethane were added 17.57 mL (0.217 mole) pyridine. The suspension was cooled to 0° C. and then 25.66 mL (0.217 mole) 4-fluorobenzoyl chloride were added slowly. Within 15 minutes the reaction mixture became homogeneous and was allowed to warm to room temperature. After an hour an additional 2.56 mL (21.7 mMol) 4-fluorobenzoyl chloride and 1.75 mL (21.7 mMol) pyridine were added and the reaction continued at room temperature for an additional hour. The reaction mixture was then washed with 200 mL water at which point a precipitate formed. The solid was filtered, washed with 100 mL hexane, washed with 200 mL water and dried under reduced pressure at 60° C. to give 56.6 gm (100%) of the desired compound. |
Here is a chemical reaction formula: Reactants are m2:N1=CC=CC=C1, amount is: 0.0 ;m3:O=C1CCC(CC1)C(=O)OCC, amount is: 0.0 ;m1_m4:Cl.C(C1=CC=CC=C1)OC1=CC=C(C=C1)NN, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)C1CC(CC=2C3=CC(=CC=C3NC12)OCC1=CC=CC=C1)C(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a suspension of 3.242 gm (12.93 mMol) 4-benzyloxyphenylhydrazine hydrochloride in 80 mL ethanol were added 1.05 mL (12.93 mMol) pyridine. The resulting mixture was heated to 50° C. for about 20 minutes and then 1.87 mL (11.75 mMol) ethyl 4-oxocyclohexanecarboxylate were added. The resulting mixture was stirred at reflux for 18 hours. The reaction mixture was then concentrated under reduced pressure and the residue partitioned between water and ethyl acetate. The organic phase was separated, washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 35% ethyl acetate in hexane. Fractions containing product were combined and concentrated under reduced pressure to give 3.38 gm (83%) of the desired compound. |
Here is a chemical reaction formula: Reactants are m2:CO, amount is: 0.0 ;m1_m3:C(C)C1CC(CC=2C=3CC(C=CC3NC12)(OCC1=CC=CC=C1)OCC1=CC=CC=C1)C(=O)O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3:[OH-].[Na+], amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)C1CC(CC=2C3=CC(=CC=C3NC12)OCC1=CC=CC=C1)C(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a suspension of 3.107 gm (8.9 mMol) ethyl 6-benzyloxy-3-carboxy-6-benzyloxy-1,2,3,4-tetrahydro-9H-carbazole in 100 mL 2N sodium hydroxide were added 100 mL methanol and the reaction mixture stirred at reflux for 3.5 hours. The reaction mixture was concentrated to about half volume and the pH adjusted to between 5 and 7 by the addition of concentrated hydrochloric acid. The mixture was extracted well with 4:1 dichloromethane:isopropanol. The organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure to give 2.71 gm (95%) of the title compound. |
Here is a chemical reaction formula: Reactants are m3_m5:IC(C)C, amount is: 0.0 ;m1_m4_m2:N1N=C(C=C1)CCO, amount is: 0.0 ;m1_m4_m2:C([O-])([O-])=O.[Na+].[Na+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m5:CN(C=O)C, amount is: 0.0 ;m1_m4_m2:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(C)N1N=C(C=C1)CCO, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 1.0 gm (9.0 mMol) 2-(3-pyrazolyl)-1-ethanol in 36 mL dimethylformamide were added 2.38 gm (22.5 mMol) sodium carbonate followed by the dropwise addition of a solution of 0.89 mL (9.0 mMol) 2-iodopropane in 8 mL dimethylformamide. The reaction mixture was heated to 100° C. for 18 hours. The reaction mixture was then cooled to ambient and then concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. The organic phase was then washed with water followed by saturated aqueous sodium chloride and was then dried over sodium sulfate. The remaining organics were concentrated under reduced pressure to give 0.36 gm (26.0%) of the title compound as a brown oil. |
Here is a chemical reaction formula: Reactants are m1_m4_m2:C(=O)(O)C1(CC=2C=3CC(CCC3N(C2C=C1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C)C(=O)O, amount is: 0.0 ;m1_m4_m2:C[Li], amount is: 0.0 ;m1_m4_m2:C(C)OCC, amount is: 0.0 ;m3:C[Li], amount is: 0.0 ,this reaction does not need reagents,Solvents are m5:O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C)(=O)C1(CC=2C=3CC(CCC3N(C2C=C1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C)C(C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 2.0 gm (4.8 mMol) 6-carboxy-3-(dimethyl)amino-6-carboxy-9-triisopropylsilyl-1,2,3,4-tetrahydro-9H-carbazole in 100 mL diethyl ether at 0° C. were added 8 mL (9.6 mMol) methyllithium (1.2M in diethyl ether) over a 15 minute period. After an hour an additional 0.4 mL of the methyllithium solution were added. 0.4 mL additions were continued until all of the starting material had reacted. The reaction mixture was then allowed to warm to room temperature and to it was first added ice and then the reaction mixture was diluted with 100 mL of water. The mixture was shaken and the phases separated. The aqueous phase was twice extracted with 100 mL aliquots of fresh diethyl ether. All of the organic extracts were combined, washed with saturated aqueous sodium chloride and concentrated under reduced pressure. The residue was subjected to florisil chromatography, eluting sequentially with toluene, 9:1 toluene:ethyl acetate, 4:1 toluene:ethyl acetate, 1:1 toluene:ethyl acetate, and ethyl acetate. Fractions containing product were combined and concentrated under reduced pressure to give 1.37 gm (69%) of the desired product as a solid. |
Here is a chemical reaction formula: Reactants are m4:[OH-].[Na+], amount is: 0.0 MOLE;m1_m5_m2:BrC=1C=C2C=3CC(CCC3N(C2=CC1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C, amount is: 0.0 ;m1_m5_m2:C(C)(C)(C)[Li], amount is: 0.0 ;m3:CN(C(C1=CC=CC=C1)=O)OC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m5_m2:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)(=O)C=1C=C2C=3CC(CCC3N(C2=CC1)[Si](C(C)C)(C(C)C)C(C)C)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.50 gm (1.11 mMol) 6-bromo-3-(dimethyl)amino-9-triisopropylsilyl-1,2,3,4-tetrahydro-9H-carbazole in 50 mL tetrahydrofuran at -78° C. were added 1.96 mL (3.33 mMol) t-butyllithium (1.7M in pentane) and the resulting dark solution was allowed to stir for 30 minutes. To this mixture were then added 0.20 gm (1.22 mMol) N-methyl-N-methoxybenzamide and the reaction mixture was allowed to warm to room temperature over 1 hour. The reaction mixture was then treated with 0.1N sodium hydroxide and then extracted well with chloroform. The organic phases were combined, dried over potassium carbonate and concentrated under reduced pressure to give 0.48 gm (91%) of the desired compound as a red-orange oil. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:ClC(=O)OCC, 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)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 6.0 mg (0.026 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 2.96 mg (0.0273 mMol) ethyl chloroformate, 4.1 mg (52%) of the title compound were recovered. |
Here is a chemical reaction formula: Reactants are m2:ClC(=O)OCC=C, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:C(C=C)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.0 mg (0.0437 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 5.5 mg (0.0458 mMol) allyl chloroformate, 4.4 mg (33%) of the title compound were recovered. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:ClC(=O)OC1=CC=C(C=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:FC1=CC=C(OC(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 6.0 mg (0.026 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 4.8 mg (0.0273 mMol) 4-fluorophenyl chloroformate, 3.8 mg (40%) of the title compound were recovered. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1(=CC=CC=C1)N=C=S, 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)NC(=S)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.0 mg (0.0437 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11.8 mg (0.0874 mMol) phenyl isothiocyanate, 7.2 mg (39%) of the title compound were recovered. |
Here is a chemical reaction formula: Reactants are m2:C1(=CC=CC=C1)N=C=O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:C1(=CC=CC=C1)NC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.0 mg (0.0437 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.4 mg (0.0874 mMol) phenyl isocyanate, 1.0 mg (7%) of the title compound was recovered using the procedure described in detail in Example 12. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:COC1=CC=C(C(=O)Cl)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:COC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.6 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.8 μL (0.063 mMol) 4-methoxybenzoyl chloride, 6.9 mg (41%) of the title compound were recovered as a light brown foam. |
Here is a chemical reaction formula: Reactants are m2:ClC=1C=C(C(=O)Cl)C=CC1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:ClC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.6 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.8 μL (0.063 mMol) 3-chlorobenzoyl chloride, 4.2 mg (25%) of the title compound were recovered as a brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:COC=1C=C(C(=O)Cl)C=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:COC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.6 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.8 μL (0.063 mMol) 3-methoxybenzoyl chloride, 9.8 mg (59%) of the title compound were recovered as a brown foam. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:S1C(=CC=C1)C(=O)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:S1C(=CC=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.6 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.8 μL (0.082 mMol) 2-thienoyl chloride, 9.7 mg (62%) of the title compound were recovered as a brown solid. |
Here is a chemical reaction formula: Reactants are m2:FC1=C(C(=O)Cl)C=CC=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:FC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 5.4 mg (0.051 mMol) 2-fluorobenzoyl chloride, 11.6 mg (74%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:ClC1=C(C(=O)Cl)C=CC=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 5.7 mg (0.051 mMol) 2-chlorobenzoyl chloride, 12.3 mg (73%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:COC1=C(C(=O)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:COC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 2-methoxybenzoyl chloride, 13.4 mg (80%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:CC1=C(C(=O)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:CC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.9 μL (0.051 mMol) 2-methylbenzoyl chloride, 11.3 mg (71%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC=1C=C(C(=O)Cl)C=CC1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.9 μL (0.051 mMol) 3-methylbenzoyl chloride, 12.3 mg (77%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC1=CC=C(C(=O)Cl)C=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.9 μL (0.051 mMol) 4-methylbenzoyl chloride, 14.6 mg (91%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:FC1=C(C(=O)Cl)C=CC=C1F, 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:FC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 2,3-difluorobenzoyl chloride, 13.4 mg (79%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:FC1=C(C(=O)Cl)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:FC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC(=C1)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 2,4-difluorobenzoyl chloride, 13.8 mg (81%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:FC1=C(C(=O)Cl)C=C(C=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:FC1=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C(C=C1)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 2,5-difluorobenzoyl chloride, 13.3 mg (78%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:FC=1C=C(C(=O)Cl)C=CC1F, 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:FC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC1F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 3,4-difluorobenzoyl chloride, 7.2 mg (42%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:FC=1C=C(C(=O)Cl)C=C(C1)F, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:FC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C(C1)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) 3,5-difluorobenzoyl chloride, 6.2 mg (36%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:ClC1=C(C(=O)Cl)C=CC=C1Cl, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC=C1Cl, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 9.5 mg (0.051 mMol) 2,3-dichlorobenzoyl chloride, 14.1 mg (76%) of the title compound were recovered as a brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1(=CC=CC2=CC=CC=C12)C(=O)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:C1(=CC=CC2=CC=CC=C12)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.2 μL (0.051 mMol) 1-naphthoyl chloride, 13.8 mg (78%) of the title compound were recovered as a dark brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1=C(C=CC2=CC=CC=C12)C(=O)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:C1=C(C=CC2=CC=CC=C12)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.2 μL (0.051 mMol) 2-naphthoyl chloride, 12.6 mg (72%) of the title compound were recovered as a dark brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1(=CC=CC=C1)C1=CC=C(C(=O)Cl)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:C1(=CC=CC=C1)C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 15 mg (0.051 mMol) 4-phenylbenzoyl chloride, 13.4 mg (71%) of the title compound were recovered as a brown solid. |
Here is a chemical reaction formula: Reactants are m2:C1(=CC=CC=C1)CC(=O)Cl, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:C1(=CC=CC=C1)CC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.1 μL (0.051 mMol) phenylacetyl chloride, 13.6 mg (85%) of the title compound were recovered as a grey-brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:S1C(=CC=C1)CC(=O)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:S1C(=CC=C1)CC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.1 μL (0.051 mMol) 2-thienylacetyl chloride, 13.7 mg (84%) of the title compound were recovered as a dark brown solid. |
Here is a chemical reaction formula: Reactants are m2:FC=1C=C(C(=O)Cl)C=CC1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:FC=1C=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.1 μL (0.051 mMol) 3-fluorobenzoyl chloride, 10.8 mg (69%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:BrC1=CC=C(C(=O)Cl)C=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:BrC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 14.7 mg (0.051 mMol) 4-bromobenzoyl chloride, 3.6 mg (20%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:ClC1=C(C(=O)Cl)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=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC(=C1)Cl, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 9.5 μL (0.051 mMol) 2,4-dichlorobenzoyl chloride, 12.8 mg (72%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1(=CC=CC=C1)S(=O)(=O)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:C1(=CC=CC=C1)S(=O)(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 8.6 μL (0.051 mMol) benzenesulfonyl chloride, 5.6 mg (34%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC1=CC=C(C=C1)S(=O)(=O)Cl, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC1=CC=C(C=C1)S(=O)(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 12.8 mg (0.067 mMol) 4-methylbenzenesulfonyl chloride, 5.3 mg (31%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m2:ClC1=CC=C(C=C1)S(=O)(=O)Cl, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 14.1 mg (0.067 mMol) 4-chlorobenzenesulfonyl chloride, 11.5 mg (64%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:IC1=CC=C(C=C1)S(=O)(=O)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:IC1=CC=C(C=C1)S(=O)(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 10.4 mg (0.046 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 20.3 mg (0.067 mMol) 4-iodobenzenesulfonyl chloride, 10.3 mg (47%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m2:FC1=CC=C(C(=O)Cl)C=C1, amount is: 0.0 ;m1_m3:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3:FC(C(=O)O)(F)F, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.10 gm (0.30 mMol) 6-(t-butoxycarbonyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole in 1.0 mL trifluoroacetic acid was stirred for 20 minutes at room temperature. The reaction mixture was then concentrated under reduced pressure. The residual oil was then dissolved in 5 mL tetrahydrofuran. To this solution was added 1.5 mL triethylamine followed by 5.0 μL (0.42 mMol) 4-fluorobenzoyl chloride and the solution was stirred for 1 hour at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in dichloromethane. This solution was washed with aqueous potassium carbonate and was then concentrated under reduced pressure. The residue was dissolved in dilute aqueous tartaric acid and the solution was extracted well with dichloromethane. The remaining aqueous phase was made basic with dilute aqueous sodium hydroxide and was extracted well with dichloromethane. These organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 95:5 chloroform:5% ammonium hydroxide in methanol. Fractions containing the product were combined and concentrated under reduced pressure to give 0.102 gm (95%) of 6-(4-fluorobenzoyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole. |
Here is a chemical reaction formula: Reactants are m1_m3_m2_m4:FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, amount is: 0.0 ;m1_m3_m2_m4:C(C(=O)O)(=O)O, amount is: 0.0 ;m1_m3_m2_m4:C(C)(=O)OCC, amount is: 0.0 ;m1_m3_m2_m4:C(C)(=O)OCC, 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:O.C(C(=O)O)(=O)O.FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1.FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1.C(C(=O)O)(=O)O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 0.82 mg (0.23 mMol) 6-(4-fluorobenzoyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole in 1 mL ethyl acetate were added to a solution of 0.21 mg (0.23 mMol) oxalic acid in 1 mL ethyl acetate. The solid which formed was filtered, washed with ethyl acetate and dried to give 0.77 mg (75%) of the title compound. |
Here is a chemical reaction formula: Reactants are m2:C(C1=CC=CC=C1)(=O)Cl, amount is: 0.0 ;m1:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:C(C1=CC=CC=C1)(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 0.198 gm (0.60 mMol) 6-(t-butoxycarbonyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 9.7 μL (0.84 mMol) benzoyl chloride, 0.075 gm (38%) of the title compound were prepared as a light grey foam. |
Here is a chemical reaction formula: Reactants are m2:ClC1=C(C(=O)Cl)C=CC(=C1)F, amount is: 0.0 ;m1:C(C)(C)(C)OC(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(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=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=CC(=C1)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 0.081 gm (0.245 mMol) 6-(t-butoxycarbonyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 0.046 gm (0.27 mMol) 2-chloro-4-fluorobenzoyl chloride, 0.089 gm (94%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m3:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m1_m4_m2:N1C=CC2=CC(=CC=C12)C(=O)O, amount is: 0.0 ;m1_m4_m2:C(=O)(N1C=NC=C1)N1C=NC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:N1C=CC2=CC(=CC=C12)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 43.5 mg (0.27 mMol) indole-5-carboxylic acid in 1.5 mL dimethylformamide were added 44.3 mg (0.27 mMol) carbonyldiimidazole resulting in immediate gas evolution. The reaction mixture was stirred for 4 hours at room temperature and then 60.0 mg (0.26 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole were added. After 3 days the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 4:1 dichloromethane:2% ammonium hydroxide in methanol. Fractions shown to contain product were combined and concentrated under reduced pressure to give 66.7 mg (69%) of 6-(indol-5-oyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole. The compound was converted to its corresponding hydrochloride salt, crystallizing from ethanol:diethyl ether. |
Here is a chemical reaction formula: Reactants are m3_m6:CN1N=CC(=C1)CCOS(=O)(=O)C, amount is: 0.0 ;m4:CN1N=CC(=C1)CCOS(=O)(=O)C, amount is: 0.0 ;m1_m2_m5:FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N)C=C1, amount is: 0.0 ;m1_m2_m5:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m3_m6:CN(C=O)C, amount is: 0.0 ;m1_m2_m5:CN(C=O)C, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)NCCC=2C=NN(C2)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a mixture of 0.40 gm (1.24 mMol) 6-(4-fluorobenzoyl)amino-3-amino-1,2,3,4-tetrahydro-9H-carbazole and 0.257 gm (1.86 mMol) potassium carbonate in 8.0 mL dimethylform-amide were added 0.303 gm (1.49 mMol) 2-(1-methyl-1H-pyrazol-4-yl)-1-mesyloxyethane in 2.0 mL dimethylformamide and the mixture was stirred at 60°-75° C. for 18 hours. An additional 0.101 gm (0.50 mMol) 2-(1-methyl-1H-pyrazol-4-yl)-1-mesyloxyethane were added and the reaction heated to 150° C. After 1.5 hours the reaction mixture was cooled to room temperature and was then partitioned between water and dichloromethane. The aqueous phase was extracted again with dichloromethane. The combined organic phases were dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 95:5:0.5 dichloromethane:methanol:ammonium hydroxide. Fractions shown to contain product were combined and concentrated under reduced pressure to give 0.180 gm (33.6%) of 6-(4-fluorobenzoyl)amino-3-(2-(1-methyl-1H-pyrazol-4-yl)ethyl)amino-1,2,3,4-tetrahydro-9H-carbazole. The corresponding hydrochloride salt was prepared to provide the title compound. |
Here is a chemical reaction formula: Reactants are m3:[H][H], amount is: 0.0 MOLE;m1_m4_m5_m2:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)N, amount is: 0.0 ;m1_m4_m5_m2:[H][H], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m4_m5_m2:C(C)O, amount is: 0.0 ,Catalysts are m1_m4_m5_m2:[Ni], amount is: 0.0 .Products are 0:OC=1C=C2C=3CC(CCC3NC2=CC1)N, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.871 gm (2.98 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole in 200 mL ethanol were added about 2.0 gm Raney Nickel and hydrogen introduced to the reaction mixture under balloon pressure. After stirring for 18 hours at room temperature the balloon was refilled with hydrogen and the reaction stirred an additional 3 days at room temperature. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to give a colorless solid. The residual solid was subjected to silica gel chromatography, eluting with 80:15:5 dichloromethane:methanol:ammonium hydroxide. Fractions shown to contain product were combined and concentrated under reduced pressure to give 0.335 gm (56%) of the title compound. |
Here is a chemical reaction formula: Reactants are m1_m4_m2:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)N, amount is: 0.0 ;m1_m4_m2:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ;m3:ICC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2:C(C)#N, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)NCC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.225 gm (0.77 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole in 20 mL acetonitrile were added 0.223 gm (1.617 mMol) potassium carbonate followed by 130 μL (1.617 mMol) iodoethane and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was then heated at 60° C. for 4 hours and then at 50°-45° C. for 3 hours. The reaction mixture was then concentrated under reduced pressure and the residue partitioned between dichloromethane and water. The organic phase was then dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to radial chromatography (silica gel, 2 mm), eluting with 97:3:1 dichloromethane:methanol:ammonium hydroxide. Fractions shown to contain the desired compound were concentrated under reduced pressure to give 0.045 gm (6%) of the desired compound. |
Here is a chemical reaction formula: Reactants are m1_m5_m2_m3_m4:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)N, amount is: 0.0 ;m1_m5_m2_m3_m4:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ;m1_m5_m2_m3_m4:[I-].[Na+], amount is: 0.0 ;m1_m5_m2_m3_m4:C1(=CC=CC=C1)CCBr, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m5_m2_m3_m4:C(C)#N, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)NCCC1=CC=CC=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.32 gm (1.1 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole in 8 mL acetonitrile were added 0.30 gm (1.68 mMol) potassium carbonate, 0.25 gm (1.68 mMol) sodium iodide and 0.23 mL (1.68 mMol) 2-phenyl-1-ethyl bromide. The resulting mixture was stirred 4 hours at room temperature followed by 5 hours at reflux. The reaction mixture was cooled to room temperature and then partitioned between dichloromethane and water. The aqueous phase was extracted well with dichloromethane. All of the organic phases were combined, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 7% methanol in dichloromethane. Fractions shown to contain product were concentrated under reduced pressure to give 0.345 gm (79%) of the desired compound. A portion was converted to the corresponding hydrochloride salt, m.p.=242-244° C. (ethanol/diethyl ether). |
Here is a chemical reaction formula: Reactants are m1_m3_m2:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)NCCC1=CC=C(C=C1)F, amount is: 0.0 ;m1_m3_m2:C(=O)[O-].[NH4+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3_m2:CO, amount is: 0.0 ,Catalysts are m4:[Pd], amount is: 0.0 .Products are 0:OC=1C=C2C=3CC(CCC3NC2=CC1)NCCC1=CC=C(C=C1)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 0.700 gm (1.69 mMol) 6-benzyloxy-3-(2-(4-fluorophenyl)eth-1-yl)amino-1,2,3,4-tetrahydro-9H-carbazole in 50 mL methanol were added 1.07 gm (16.90 mMol) ammonium formate followed by 0.190 gm 5% palladium on carbon. The resulting mixture was stirred at reflux for 15 minutes. The reaction mixture was then filtered through a bed of celite and the filter cake washed well with methanol. The combined filtrates were concentrated under reduced pressure and the residue partitioned between water and dichloromethane. The phases were separated and the aqueous was extracted again with 4:1 isopropanol:dichloromethane. The combined extracts were dried over magnesium sulfate, concentrated under reduced pressure, and the residue subjected to silica gel chromatography, eluting with 91:8:1 dichloromethane:methanol:ammonium hydroxide. Fractions shown to contain product were combined and concentrated under reduced pressure to give 0.245 gm (52%) of 6-hydroxy-3-(2-(4-fluorophenyl)eth-1-yl)amino-1,2,3,4-tetrahydro-9H-carbazole. The hydrochloride salt was prepared and crystallized from ethanol/diethyl ether to give the title compound. |
Here is a chemical reaction formula: Reactants are m3:CN1N=CC(=C1)CCOS(=O)(=O)C, amount is: 0.0 ;m1_m4_m2:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)N, amount is: 0.0 ;m1_m4_m2:C([O-])([O-])=O.[K+].[K+], amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2:C(C)#N, amount is: 0.0 ,Catalysts are m5:CN(C1=CC=NC=C1)C, amount is: 0.0 .Products are 0:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)NCCC=1C=NN(C1)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 1.00 gm (3.422 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole in 50 mL acetonitrile were added 1.04 gm (7.53 mMol) potassium carbonate followed by 1.26 gm (6.16 mMol) 2-(1-methyl-1H-pyrazol-4-yl)-1-mesyloxyethane and the reaction mixture was heated to reflux for 18 hours. To the reaction mixture were then added 0.021 gm (0.171 mMol) 4-dimethylaminopyridine and reflux was continued for 36 additional hours. The reaction mixture was cooled to room temperature and then partitioned between dichloromethane and water. The aqueous phase was extracted well with dichloromethane. All of the organic phases were combined, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, eluting with 2.5% methanol in dichloromethane containing 0.5% ammonium hydroxide. Fractions shown to contain product were concentrated under reduced pressure to give 0.610 gm (44%) of the desired compound. |
Here is a chemical reaction formula: Reactants are m2:C(C)(C)N1N=CC(=C1)CCOS(=O)(=O)C, amount is: 0.0 ;m1:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)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:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)NCCC=1C=NN(C1)C(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 0.698 gm (2.39 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole and 0.787 gm (3.39 mMol) 2-(1-isopropyl-1H-pyrazol-4-yl)-1-mesyloxyethane, 0.649 gm (63.4%) of the desired compound were prepared by the procedure described in detail in Example 72. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m5:C(C1=CC=CC=C1)OC1=CC=2NC3=C(C=CC=C3C2CC=C1)NC(=O)OC(C)(C)C, amount is: 0.0 ;m1_m4_m2_m5:[H-].[Al+3].[Li+].[H-].[H-].[H-], amount is: 0.0 ;m3:O.O.O.O.O.O.O.O.O.O.S(=O)(=O)([O-])[O-].[Na+].[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m4_m2_m5:O1CCCC1, amount is: 0.0 ;m1_m4_m2_m5:O1CCCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC1=CC=2NC3=C(C=CC=C3C2CC=C1)NC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 1.37 gm (3.37 mMol) 7-benzyloxy-4-(t-butyloxycarbonyl)amino-10H-cyclohepta[7,6-b]indole in 15 mL tetrahydrofuran was added dropwise over 30 minutes to a suspension of 0.47 gm (12.4 mMol) lithium aluminum hydride in 30 mL tetrahydrofuran at 0° C. After the addition was complete, the reaction mixture was stirred for 30 minutes at room temperature and then for 4 hours at reflux. The reaction mixture was cooled to room temperature and then to it was added sodium sulfate decahydrate until no more gas evolution was observed. The resulting suspension was filtered and the filter cake washed with dichloromethane. The combined filtrates were concentrated under reduced pressure and the residue subjected to silica gel chromatography, eluting with 10% methanol in dichloromethane containing 0.5% ammonium hydroxide. Fractions containing product were combined and concentrated under reduced pressure to give 0.97 gm (90%) of the desired compound. |
Here is a chemical reaction formula: Reactants are m2:S1C(=CC=C1)C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:S1C(=CC=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11.0 mg (0.086 mMol) thiophene-2-carboxylic acid, 6.0 mg (47%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC1=CC(=CO1)C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC1=CC(=CO1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.0 mg (0.090 mMol) 5-methylfuran-3-carboxylic acid, 7.9 mg (62%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC=1OC=CC1C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC=1OC=CC1C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11 mg (0.087 mMol) 2-methylfuran-3-carboxylic acid, 12.7 mg (99%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CC1=CC=C(O1)C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CC1=CC=C(O1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11.0 mg (0.084 mMol) 5-methylfuran-2-carboxylic acid, 6.8 mg (53%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:ClC1=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=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C(=CC=C1)Cl, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 18.0 mg (0.086 mMol) 2,6-dichlorobenzoic acid, 2.4 mg (16%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:O1C=C(C=C1)C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:O1C=C(C=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.0 mg (0.089 mMol) furan-3-carboxylic acid, 5.8 mg (47%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:S1C=C(C=C1)C(=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:S1C=C(C=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11.0 mg (0.086 mMol) thiophene-3-carboxylic acid, 6.8 mg (53%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:CS(=O)(=O)C1=CC=C(C(=O)O)C=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:CS(=O)(=O)C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 17.0 mg (0.085 mMol) 4-methanesulfonylbenzoic acid, 2.0 mg (13%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:N1=CC=C(C=C1)C(=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:N1=CC=C(C=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 12.5 mg (0.101 mMol) 4-pyridinecarboxylic acid, 5.0 mg (37%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:N1=CC(=CC=C1)C(=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:N1=CC(=CC=C1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 12.5 mg (0.101 mMol) 3-pyridinecarboxylic acid, 7.2 mg (54%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:ClC1=CC=C(C=N1)C(=O)O, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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=N1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 4.9 mg (0.101 mMol) 6-chloro-3-pyridinecarboxylic acid, 4.9 mg (31%) of the title compound were recovered as a brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C1(CCCC1)C(=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:C1(CCCC1)C(=O)NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11.6 mg (0.101 mMol) cyclopentanecarboxylic acid, 7.5 mg (53%) of the title compound were recovered as a light beige solid. |
Here is a chemical reaction formula: Reactants are m2:[N+](=O)([O-])C1=CC=C(C(=O)O)C=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:[N+](=O)([O-])C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 16.9 mg (0.101 mMol) 4-nitrobenzoic acid, 1.2 mg (8%) of the title compound were recovered as a dark brown solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:FC(C1=CC=C(C(=O)O)C=C1)(F)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:FC(C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1)(F)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 19.2 mg (0.101 mMol) 4-trifluoromethylbenzoic acid, 5.7 mg (35%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, amount is: 0.0 ;m2:C(#N)C1=CC=C(C(=O)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(#N)C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 14.9 mg (0.101 mMol) 4-cyanobenzoic acid, 6.7 mg (47%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m2:C(C)(=O)C1=CC=C(C(=O)O)C=C1, amount is: 0.0 ;m1:NC=1C=C2C=3CC(CCC3NC2=CC1)N(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:C(C)(=O)C1=CC=C(C(=O)NC=2C=C3C=4CC(CCC4NC3=CC2)N(C)C)C=C1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: Beginning with 9.2 mg (0.040 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 16.6 mg (0.101 mMol) 4-acetylbenzoic acid, 7.8 mg (52%) of the title compound were recovered as a beige solid. |
Here is a chemical reaction formula: Reactants are m1_m4_m2_m3:C[C@H](CC1=CC=C(C=C1)[N+](=O)[O-])NC1CCC(CC1)=O, amount is: 0.0 ;m1_m4_m2_m3:Cl.BrC1=CC=C(C=C1)NN, amount is: 0.0 ;m1_m4_m2_m3:N1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4_m2_m3:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:BrC1=CC=C(C=C1)NN=C1CCC(CC1)N[C@@H](CC1=CC=C(C=C1)[N+](=O)[O-])C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 22.3 gm (85.01 mMol) N-((R)-(+)-a-methyl-(4-nitrophenyl)ethyl)-4-aminocyclohexanone in 375 mL ethanol were added 19.0 gm (85.0 mMol) 4-bromophenylhydrazine hydrochloride and 6.73 gm (85.1 mMol) pyridine. The reaction mixture was heated to 80° C. for 48 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in dichloromethane and the organic solution was washed sequentially with aqueous potassium carbonate and saturated aqueous sodium chloride. The remaining organics were dried over sodium sulfate and concentrated under reduced pressure to give 31.66 gm (86%) N-((R)-(+)-a-methyl-(4-nitrophenyl)ethyl)-4-aminocyclohexanone 4-bromophenylhydrazone as a brown solid. |
Here is a chemical reaction formula: Reactants are m1_m5_m2_m3:[OH-].[K+], amount is: 0.0 ;m1_m5_m2_m3:FC=1C=C2C=CNC2=CC1, amount is: 0.0 ;m1_m5_m2_m3:N1CCC(CC1)=O, amount is: 0.0 ;m4:Cl.O, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m6:O, amount is: 0.0 ;m1_m5_m2_m3:CO, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:FC=1C=C2C(=CNC2=CC1)C1=CCNCC1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 74 gm potassium hydroxide in 673 mL methanol were added 10.0 gm (74 mMol) 5-fluoroindole and 23.3 gm (151 mMol) 4-piperidone.HCl.H2O. The reaction mixture was stirred at reflux for 18 hours. The reaction mixture was diluted with 1.3 L of water and the resulting precipitate recovered by filtration and dried under reduced pressure to give 10.75 gm (67.2%) of 5-fluoro-3-[1,2,5,6-tetrahydro-4-pyridyl]-1H-indole as a yellow solid. |
Here is a chemical reaction formula: Reactants are m1_m2:ClC1=C(C=CC=C1)CC(=O)O, amount is: 0.0 ;m1_m2:S(=O)(Cl)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=C(C=CC=C1)CC(=O)Cl, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of 30.0 gm (0.176 mole) of o-chlorophenylacetic acid and 40.0 mL of thionyl chloride was stirred at ambient temperature for 18 hours. The volatiles were then removed in vacuo to give 32.76 gm (99.0%) of o-chlorophenylacetyl chloride as a transparent, pale yellow, mobile liquid. |
Here is a chemical reaction formula: Reactants are m1_m5_m2_m6:[Al+3].[Cl-].[Cl-].[Cl-], amount is: 0.0 ;m1_m5_m2_m6:ClC1=C(C=CC=C1)CC(=O)Cl, amount is: 0.0 MOLE;m3:C(=O)=O.CC(=O)C, amount is: 0.0 MOLE;m4:C(C)OCC, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m5_m2_m6:ClCCl, amount is: 0.0 ;m1_m5_m2_m6:ClCCl, amount is: 0.0 ;m7:CCCCCC, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:ClC=1C=CC=C2CCC(CC12)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a slurry of 46.5 gm (0.348 mole) AlCl3 in 400 mL dichloromethane at -78° C. was added a solution of 32.76 gm (0.174 mole) of the previously prepared o-chlorophenylacetyl chloride in 100 mL dichloromethane dropwise over 1 hour. The dry ice/acetone bath then was replaced with an ice/water bath and ethylene was bubbled into the reaction mixture during which time the temperature rose to 15° C. The ethylene addition was discontinued at the end of the exotherm and the reaction mixture was stirred at about 5° C. for 4 hours. Ice was then added to the reaction mixture to destroy aluminum complexes. Upon termination of the exotherm, the reaction mixture was diluted with 500 mL of water and stirred vigorously until all solids had dissolved. The phases were separated and the organic phase was washed with 3×400 mL 1N hydrochloric acid and 2×400 mL saturated aqueous sodium bicarbonate. The remaining organic phase was then dried over sodium sulfate and concentrated in vacuo to give a pale orange residue. The residue was dissolved in 1:1 hexane:diethyl ether and was poured over a flash silica column which was then eluted with 1:1 hexane:diethyl ether to give a light yellow residue which was crystallized from 4:1 hexane:diethyl ether to give 10.55 gm of the title compound. |
Here is a chemical reaction formula: Reactants are m3:C(#N)[BH3-].[Na+], amount is: 0.0 ;m1_m2_m5:C1COC2(CCC(CC2)=O)O1, amount is: 0.0 ;m1_m2_m5:CNC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m4:C(C)(=O)O, amount is: 0.0 ;m1_m2_m5:C(C)(=O)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C1COC2(CCC(CC2)N(C)C)O1, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 5.0 gm (32 mMol) 1,4-cyclohexanedione mono-ethylene ketal and 10.80 gm (240 mMol) dimethylamine were added 2.0 mL acetic acid and the mixture was stirred at 0° C. for 1.5 hours. To this solution were then added 3.62 gm (58 mMol) sodium cyanoborohydride and the reaction stirred for an additional hour at ambient. The pH of the reaction mixture was adjusted to ~7 with 16 mL acetic acid and stirred 18 hours at ambient. The volatiles were removed under reduced pressure and the residue dissolved in cold 5% tartaric acid solution and then the aqueous phase was made basic with 5N sodium hydroxide. This aqueous phase was extracted well with dichloromethane. These organic extracts were combined and concentrated under reduced pressure to give 5.04 gm (85%) of the title compound as an oil. |
Here is a chemical reaction formula: Reactants are m1_m2:C1COC2(CCC(CC2)N(C)C)O1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2:C(=O)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:CN(C1CCC(CC1)=O)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 4.96 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone ethylene ketal were dissolved in 50 mL formic acid and the solution stirred at reflux for 18 hours. The reaction mixture was then cooled to ambient and the volatiles removed under reduced pressure to give 3.78 gm (100%) of the title compound. |
Here is a chemical reaction formula: Reactants are m1_m2_m4_m3:CN(C1CCC(CC1)=O)C, amount is: 0.0 ;m1_m2_m4_m3:Cl.C(C1=CC=CC=C1)OC1=CC=C(C=C1)NN, amount is: 0.0 ;m1_m2_m4_m3:N1=CC=CC=C1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m5:O, amount is: 0.0 ;m6:O, amount is: 0.0 MOLE;m1_m2_m4_m3:C(C)O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(C1=CC=CC=C1)OC=1C=C2C=3CC(CCC3NC2=CC1)N(C)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a solution of 3.78 gm (26.8 mMol) 4-dimethylamino-1-cyclohexanone and 6.69 gm (26.8 mMol) 4-benzyloxyphenylhydrazine hydrochloride in 50 mL ethanol were added 2.17 mL (26.8 mMol) pyridine. To this solution were added 5×10 mL portions of water and the reaction mixture then stored at 0° C. for 18 hours. The reaction mixture was then diluted with an additional 50 mL of water and the mixture extracted well with dichloromethane. The combined organic extracts were dried over sodium sulfate and the volatiles removed under reduced pressure. The residual oil was subjected to flash silica gel chromatography, eluting with 9:1 chloroform:methanol. Fractions shown to contain the desired product were combined and concentrated under reduced pressure to give 2.14 gm (24.9%) of the title compound. |
Here is a chemical reaction formula: Reactants are m1_m3:C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)O, amount is: 0.0 ;m2:P(Cl)(Cl)(Cl)(Cl)Cl, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3:C1=CC=CC=C1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCCCC\C=C/C\C=C/CCCCC)(=O)Cl, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 20.0 g of linolic acid in 70 ml of dry benzene was placed in a flask and kept swept therein with nitrogen for displacement of the entrapped air and 14.8 g of phosphorus pentachloride was added meanwhile thereto as divided in five split portions. The resultant reaction mixture was stirred at normal room temperature for 12 hours and then refluxed for two hours. Then, the reaction solution was distilled to expel benzene and the products of a secondary reaction, i.e. phosphoryl trichloride and hydrogen chloride and the residue was subjected to vacuum distillation to produce 14.0 g of linolic acid chloride (boiling point 155° C./1.5 mmHg; yield 76%). |
Here is a chemical reaction formula: Reactants are m4_m0_m1_m2_m3:C1CO1, amount is: 0.0 MOLE;m4_m0_m1_m2_m3:C(CCCCCCC\C=C/CCCCCCCC)O, amount is: 0.0 MOLE;m4_m0_m1_m2_m3:C(C)N(CC)CC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m4_m0_m1_m2_m3:O1CCOCC1, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:CCCCCCCC/C=C\CCCCCCCCOCCO, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: In 50 ml of dioxane, 20.00 g of polyethylene glycol monooleyl ether (average molecular weight 4,268) obtained by addition of ethylene oxide to an oleyl alcohol in the presence of an alkali catalyst and 1.90 g of triethyl amine were dissolved. The resultant solution and a solution of 1.85 g of p-toluenesulfonyl chloride in 10 ml of dioxane slowly added dropwise thereto were left reacting at 60° C. for two hours. The reaction product was refined by being dissolved with 200 ml of acetone added thereto, then cooled to 0° C., and left standing to allow sedimentation of the product aimed at. Then, a solution of 6.50 g of the product mentioned above in 30 ml of DMF and 0.55 g of potassium phthalimide added thereto were left reacting at 90° C. for two hours. The reaction product was refined by being dissolved with 60 ml of acetone added thereto, then cooled to 0° C., and left standing to allow sedimentation of the product aimed at. Subsequently, a solution of 6.00 g of the product mentioned above in 30 ml of ethanol and 1.00 g of hydrazinc hydrate added thereto were left reacting as refluxed for two hours. The reaction product was refined by being dissolved with 60 ml of acetone added thereto, then cooled to 0° C., and left standing to allow sedimentation of the product aimed at. Consequently, 5.20 g of an oleyl alcohol macromer possessed of amino groups at the terminals thereof was obtained. |
Here is a chemical reaction formula: Reactants are m1:COCCN, amount is: 0.0 MOLE;m3_m4_m5:O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO, amount is: 0.0 MOLE;m3_m4_m5:O, amount is: 10.460000038146973 MOLE;m3_m4_m5:N#N, amount is: 0.0 MOLE;m7:O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO, amount is: 0.0 MOLE;m6:COCCN, amount is: 0.0 MOLE;m2:O, amount is: 11.5 MOLE,this reaction does not need reagents,this reaction does not need solvents,this reaction does not need catalysts,Products are 0:COCCNC1[C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: N-(2-methoxyethyl)glucosylamine (sugar adduct) is prepared starting with 1728.26 g of 50 wt. % 2-methoxyethylamine in water (11.5 moles, 1.1 mole equivalent of 2-methoxyethylamine) placed under an N2 blanket at 10° C. 2768.57 grams of 50 wt. % glucose in water (10.46 moles, 1 mole equivalent of glucose), which is degassed with N2, is added slowly, with mixing, to the methoxyethylamine solution keeping the temperature below 10° C. The solution is mixed for about 40 minutes after glucose addition is complete. It can be used immediately or stored 0° C.-5° C. for several days. |
Here is a chemical reaction formula: Reactants are m3:[H][H], amount is: 0.0 MOLE;m2:[H][H], amount is: 0.0 MOLE;m1_m4:COC(C(CC1=CC=C(C=C1)[N+](=O)[O-])C(=O)OC)=O, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4:C(C)(=O)OCC, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:COC(C(CC1=CC=C(C=C1)N)C(=O)OC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: The compound 2-carbomethoxy-3-(4-nitrophenyl)propanoic acid methyl ester (p-nitrobenzylmalonate dimethyl ester) (2.00 g, 7.55 mmole) was dissolved in 70 ml of ethyl acetate containing 5 percent palladium on carbon (1.0 g--Aldrich Chemical Company) catalyst and was hydrogenated in a Parr shaker employing 50 psig of hydrogen at 22° C. Hydrogen uptake was rapid (15 minutes) and the mixture was maintained under hydrogen pressure for another three hours. The pressure vessel was vented and flushed with nitrogen (N2). The suspension was filtered through a pad of Celite™ and the solvent was removed in vacuo using a rotary evaporator to provide 3-(4-aminophenyl)-2-carbomethoxypropanoic acid methyl ester (p-aminobenzylmalonate dimethyl ester) (1.76 g, 7.41 mmole) as a light yellow oil in 98 percent yield. The structure was confirmed by 1H nuclear magnetic resonance (PMR) and 13C nuclear magnetic resonance (CMR) as well as mass spectroscopy (MS) spectral analysis. |
Here is a chemical reaction formula: Reactants are m1_m2:[N+](=O)([O-])C1=CC=C(C=C1)CC(=O)O, amount is: 0.0 ;m1_m2:CNC, amount is: 0.0 ;m3:C(=O)=O, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m5:C=O, amount is: 0.0 MOLE;m4:C=O, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:CN(C)CC(=C)C1=CC=C(C=C1)[N+](=O)[O-], please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: The compound 4-nitrophenylacetic acid (30.2 g, 0.166 mole) was dissolved in 210 ml (1.7 mole) of 33% aqueous dimethylamine solution and cooled to 10° C. in an ice bath. Immediately to the reaction solution was added dropwise 150 ml of 38% aqueous formaldehyde solution, under a nitrogen atmosphere, while maintaining the temperature between 15°-20° C. When the addition of the formaldehyde was complete, the reaction mixture was stirred for 0.5 hours at 20° C., then for 0.5 hours with warming to 60° C. (evolving carbon dioxide), and then for 10 hours at room temperature. The light yellow oil, which separated from solution, was taken up in 3×30 ml portions of chloroform. The chloroform layer was extracted with 3×30 ml portions of 3N hydrochloric acid. Upon neutralization with saturated potassium bicarbonate solution an oily layer was separated, extracted with 3×30 ml portions of chloroform, washed with an equal volume of saturated sodium chloride solution, and dried over anhydrous Na2SO4. Evaporation of the chloroform provided 31.5 g (93%) of crude α-(N,N-dimethylaminomethyl)-p-nitrostyrene. |
Here is a chemical reaction formula: Reactants are m1:CC1=CC=C(C=C1)N(C1=C(C=C(C=C1C)C1=CC(=C(N(C(C)=O)C2=CC=C(C=C2)C)C(=C1)C)C)C)C1=CC=C(C=C1)C, amount is: 0.0 MOLE;m2:IC1=CC=C2C=CC3=CC=CC4=CC=C1C2=C34, 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:CC1=CC=C(C=C1)N(C1=C(C=C(C=C1C)C1=CC(=C(N(C2=CC=C3C=CC4=CC=CC5=CC=C2C3=C45)C4=CC=C(C=C4)C)C(=C1)C)C)C)C1=CC=C(C=C1)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: The thus obtained N,N,N'-tris(4-methylphenyl)-N'-acetyl-3,3',5,5'-tetramethylbenzidine was hydrolyzed, and the hydrolyzed product and 1-iodo-pyrene were subjected to the same Ullmann reaction as in Preparation Example 1-6, whereby N,N,N'-tris(4-methylphenyl)-N'-(1-pyrenyl)-3,3',5,5'-tetramethylbenzidine (m.p. 198.0°-199.0° C.) was obtained. |
Here is a chemical reaction formula: Reactants are m1_m2_m4:C(CCCCCCCCCCCCCCCC)C1OCC2COC1O2, amount is: 0.0 MOLE;m1_m2_m4:[H-].[H-].[H-].[H-].[Li+].[Al+3], amount is: 0.0 ;m3_m5:[Al+3].[Cl-].[Cl-].[Cl-], amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m4:C(C)OCC, amount is: 0.0 ;m3_m5:C(C)OCC, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:C(CCCCCCCCCCCCCCCC)C1OCC(OC1)CO, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: For each diastereomer of (4-heptadecyl-3,6,8-trioxabicyclo[3.2.1]octane, 260 mg of the diastereomer (0.73 mmol) was mixed with 48 mg of LiAlH4, in 5 mL of diethyl ether, and then refluxed gently. Dropwise, 15 mg (1.1 mmol) of AlCl3, in 5 mL of diethyl ether was added to the refluxing solution over a 5 minute period. The resulting reaction mixture was then refluxed vigorously over a period of about several hours. The reaction mixture was subsequently cooled to 0° C., quenched by the dropwise addition of ethylacetyl ether, and then mixed with 10 mL of water to form the associated diastereomers of 5-heptadecyl-2-hydroxy methyl-1,4-dioxane. This product was then extracted from the reaction mixture with diethyl ether and the product extract was subsequently dried and evaporated. |
Here is a chemical reaction formula: Reactants are m1_m2_m7_m5:ClC=1C2=C(SC1C(=O)OC)C=CC(=C2)OC, amount is: 0.0 ;m1_m2_m7_m5:ClC=1C2=C(SC1C(=O)Cl)C=CC(=C2)OC, amount is: 0.0 MOLE;m3:Cl.NCCS, amount is: 0.0 ;m4:C1CCC2=NCCCN2CC1, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m7_m5:CN(C)C=O, amount is: 0.0 ;m1_m2_m7_m5:CO, amount is: 0.0 MOLE;m6:C(C)(=O)OCC, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:COC=1C=CC2=C(C1)C1=C(C(NCCS1)=O)S2, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: To a room temperature solution of methyl 3-chloro-5-methoxy-benzo[b]thiophene-2-carboxylate (500 mg, 1.95 mmols) [prepared by reaction of the known 3-chloro-5-methoxy-benzo[b]thiophene-2-carbonyl chloride with methanol-[J. Med, Chem., 35:958 (1992)]] in 20 mL of DMF is added cysteamine-HCl (885 mg, 7.79 mmol) followed by DBU (2.33 mL, 15.58 mmol). The reaction mixture is stirred at room temperature for 1.5 hours then warmed to 70° C. The mixture is diluted with ethyl acetate and washed with aqueous HCl, water and brine. The organic layer is dried over MgSO4, filtered and concentrated in vacuo. The crude product is recrystallized from hexane and ethyl acetate to provide 2,3-dihydro-9-methoxy[1]benzothieno[2,3-f]-1,4-thiazepin-5(4H)-one in 74% yield; mp 209°-209.5° C. |
Here is a chemical reaction formula: Reactants are m4:C[O-].[Na+], amount is: 0.0 ;m1_m2_m5:C(#N)COC1=C(N(C2=CC=C(C=C12)OC)C)C(=O)OC, amount is: 0.0 ;m1_m2_m5:C(C)N(CC)CC, amount is: 0.0 ;m3:[H][H], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m2_m5:O1CCCC1, amount is: 0.0 ,Catalysts are m6:[Co], amount is: 0.0 .Products are 0:COC1=CC=2C3=C(N(C2C=C1)C)C(NCCO3)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of methyl 3-(cyanomethoxy)-5-methoxy-1-methyl-1H-indole-2-carboxylate (0.60 g, 2.2 mmol) and triethylamine (0.40 mL, 0.29 g, 2.9 mmol) in 35 mL of tetrahydrofuran in a pressure reaction vessel is treated with Raney cobalt catalyst (0.40 g). The reactor is pressurized with hydrogen (590 psi) and heated at 80° C. for 10 hours. The cooled reaction mixture is filtered and the filtrate evaporated. The oil residue is dissolved in 50 mL of methanol, and sodium methoxide (0.80 g, 15 mmol) is added to the solution. The mixture is heated at reflux for 3 hours, then cooled and evaporated. The residue is distributed between 75 mL of ethyl acetate and 150 mL of brine. The aqueous layer is extracted several times with fresh ethyl acetate. The combined organic layers are washed with brine, dried (anhydrous sodium sulfate) and evaporated. The crude product residue is purified by flash chromatography (silica gel, 5% methanol in dichloromethane elution) to yield 0.18 g (33%) of product. A sample recrystallized from ethyl acetate-hexane has mp 184°-186° C. |
Here is a chemical reaction formula: Reactants are m1_m2_m3:N1C(=NCC1)C1=C(C=CC=C1)S, amount is: 0.0 ;m1_m2_m3:C(C)(=O)OCCl, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m2_m3:CO, amount is: 0.0 ,this reaction does not need catalysts,Products are 0:Cl.COC(=O)C1=C(C2=C(S1)C=CC=C2)NCCN, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 2-(4,5-dihydro-1H-imidazol-2-yl)benzenethiol (1.00 g, 5.62 mmol) [Hegen, H., Fleig, H. Justus Liebigs Ann. Chem. 11:1994 (1975)] and chloromethyl acetate (610 mg, 5.62 mmol) in 15 mL of methanol is heated at reflux for 90 minutes. The reaction is cooled to room temperature and filtered. The filtrate is concentrated to dryness and the residue dissolved in hot chloroform. After several hours the resulting precipitate is collected and dried. The mother liquor affords a second crop of crystals giving 3-(2-aminoethylamino)benzo[b]thiophene-2-carboxylic acid methyl ester hydrochloride in an overall yield of 61%, mp 219°-220° C. |
Here is a chemical reaction formula: Reactants are m3:Cl, amount is: 0.0 ;m1_m2_m4:Cl.COC(=O)C1=C(C2=C(S1)C=CC=C2)NCCN, amount is: 0.0 ;m1_m2_m4:C[O-].[Na+], amount is: 0.0 ,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:N1CCNC(C2=C1C1=C(S2)C=CC=C1)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 3-(2-aminoethylamino)benzo[b]-thiophene-2-carboxylic acid methyl ester hydrochloride (339 mg, 1.18 mmol) and freshly prepared sodium methoxide (from 134 mg, 2.48 mmol of sodium) in 5 mL of methanol is heated at reflux for 18 hours. Upon cooling, the reaction is neutralized with 25 mL of 1N HCl and cooled to 0° C. for 1 hour. The resulting yellow crystalline material is filtered and dried under vacuum at 60° C. for several hours to provide 2,3-dihydro-1H-benzothieno-[3,2-e]-1,4-diazepin-5-one in 64% yield. Chromatography, eluting with a gradient of 2% methanol in ethyl acetate in 5% methanol in ethyl acetate, gives analytically pure, 2,3-dihydro-1H-benzothieno-[3,2-e]-1,4-diazepin-5-one, mp 210°-212° C. |
Here is a chemical reaction formula: Reactants are m6_m4:O, amount is: 0.0 MOLE;m3:C(C)(=O)[O-].[Na+], amount is: 0.0 ;m1_m2:C1(CC1)C(C(C(=O)C1=C(C2=C(SC=C2OC)C=C1)OC)=COCC)=O, amount is: 0.0 ;m1_m2:Cl.NO, amount is: 0.0 ,this reaction does not need reagents,Solvents are m6_m4:C(C)O, amount is: 0.0 MOLE;m5:C(C)O, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C1=C(C=NO1)C(=O)C1=C(C2=C(SC=C2OC)C=C1)OC, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution containing 5-(3-cyclopropyl-2-ethoxymethylene-1,3-dioxoprop-1-yl)-3,4-dimethoxybenzo[b]thiophene (0.59 g) and hydroxylamine hydrochloride (0.137 g) was stirred for 15 minutes in ethanol. Sodium acetate (anhydrous, 0.161 g) was added and the mixture stirred for 4 hours, before evaporation of the ethanol and addition of water. The mixture was extracted with ethyl acetate, dried (anhydrous magnesium sulphate) and evaporated in vacuo. The residue was purified by column chromatography on silica, eluting with ether/cyclohexane to yield 5-cyclopropyl-4-(3,4dimethoxybenzo[b]thien-5-oyl)isoxazole (compound 3, 0.24 g) as an oil, NMR δ1.20 (2H,m), 1.35 (2H,m), 2.80 (1H,m), 3.84 (3H,s), 4.00 (3H,s), 6.39 (1H,s), 7.40 (1H, d), 7.59 (1H, d), 8.29 (1H,s). |
Here is a chemical reaction formula: Reactants are m1_m4_m2:C1(CC1)C1=C(C=NO1)C(=O)C1=CC=C(C=2OC(OC21)(F)F)SC, amount is: 0.0 ;m1_m4_m2:ClC1=CC(=CC=C1)C(=O)OO, amount is: 0.0 ;m3:S(=O)(=O)([O-])S(=O)[O-].[Na+].[Na+], amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m4_m2:ClCCl, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C1=C(C=NO1)C(=O)C1=CC=C(C=2OC(OC21)(F)F)S(=O)(=O)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 5-cyclopropyl-4-(2,2-difluoro-7-methylsulphenyl-1,3-benzodioxol-4-oyl)isoxazole (0.64 g) in dichloromethane was treated with m-chloroperbenzoic acid (55%, 1.5 g). After 2 hours the mixture was cooled to 1° C., and 1M sodium metabisulphite solution added. The filtered solution was separated and the organic phase washed with sodium acetate solution, brine, dried over anhydrous sodium sulphate and evaporated to give 5-cyclopropyl-4-(2,2-difluoro-7-methylsulphonyl-1,3-benzodioxol-4-oyl)isoxazole (compound 5, 0.35 g) as a white solid, m.p. 164°-165° C. |
Here is a chemical reaction formula: Reactants are m1_m3_m2:C1(CC1)C1=C(C=NO1)C(=O)C1=C(C2=C(OC(O2)(F)F)C=C1)S(=O)C, amount is: 0.0 ;m1_m3_m2:ClC1=CC(=CC=C1)C(=O)OO, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m3_m2:ClCCl, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C1=C(C=NO1)C(=O)C1=C(C2=C(OC(O2)(F)F)C=C1)S(=O)(=O)C, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 5-cyclopropyl-4-(2,2-difluoro-4-methylsulphinyl-1,3-benzodioxol-5-oyl)isoxazole (1.0 g) in dichloromethane was stirred with m-chloroperbenzoic acid (55%, 1.33 g) for 5 hours, then washed in turn with sodium metabisulphite solution, saturated sodium bicarbonate solution and water. The solution was dried (magnesium sulphate), evaporated to dryness and the residue recrystallised from toluene/cyclohexane to give 5-cyclopropyl-4-(2,2-difluoro-4-methylsulphonyl-1,3-benzodioxol-5-oyl)isoxazole (compound 6, 0.94 g) as a colourless solid, m.p. 162°-163° C. |
Here is a chemical reaction formula: Reactants are m1_m3_m2:C1(CC1)C(CC(=O)C1=CC=CC=2OC(OC21)(F)F)=O, amount is: 0.0 ;m1_m3_m2:COC(N(C)C)OC, amount is: 0.0 MOLE,this reaction does not need reagents,Solvents are m1_m3_m2:C1(=CC=CC=C1)C, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C(C(C(=O)C1=CC=CC=2OC(OC21)(F)F)=CN(C)C)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 4-(3-cyclopropyl-1,3-dioxoprop-1-yl)-2,2-difluoro-1,3-benzodioxole (12.0 g) in dry toluene was treated with N,N-dimethylformamide dimethyl acetal and the mixture stirred overnight. After evaporation in vacuo and re-evaporation after addition of toluene the residue was recrystal from cyclohexane-ethanol to give 4-(3-cyclopropyl-2-dimethylaminomethylene-1,3-dioxopropyl)-2,2-difluoro-1,3-benzodioxole (6.5 g) as a pale yellow solid, m.p. 118°-119° C. |
Here is a chemical reaction formula: Reactants are m1_m2:C1(CC1)C(C(C(=O)C1=CC=C(C=2OC(OC21)(F)F)SC)C(=O)OC(C)(C)C)=O, amount is: 0.0 ;m1_m2:C1(=CC=C(C=C1)S(=O)(=O)O)C, amount is: 0.0 ,this reaction does not need reagents,Solvents are m3:C1(=CC=CC=C1)C, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C(CC(=O)C1=CC=C(C=2OC(OC21)(F)F)SC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A solution of 4-(3-cyclopropyl-2-t-butyloxycarbonyl-1,3-dioxoprop-1-yl)-2,2-difluoro-7-methylsulphenyl-1,3-benzodioxole (10.3 g) and para-toluenesulphonic acid (0.5 g) was heated under reflux with toluene for 3 hours. After cooling, the solvent was evaporated in vacuo, and ethyl acetate added. The solution was washed with water, dried over anhydrous magnesium sulphate and evaporated. The residue was purified by column chromatography, eluting with ethyl acetate/cyclohexane to yield 4-(3-cyclopropyl-1,3-dioxoprop-1-yl)-2,2-difluoro-7-methylsulphenyl-1,3-benzodioxole (6.61 g) m.p. 117.5°-118.5° C. |
Here is a chemical reaction formula: Reactants are m1_m4:FC1(OC2=C(O1)C=CC=C2C(=O)O)F, amount is: 0.0 ;m2_m3:CN(C=O)C, amount is: 0.0 MOLE;m2_m3:S(=O)(Cl)Cl, amount is: 0.0 ,this reaction does not need reagents,Solvents are m1_m4:ClCCCl, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:FC1(OC2=C(O1)C=CC=C2C(=O)Cl)F, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: 2,2-Difluoro-1,3-benzodioxole-4-carboxylic acid (15.0 g) was dissolved in 1,2-dichloroethane and N,N-dimethylformamide and thionyl chloride (10.6 g) added. The mixture was heated under reflux for 1 hour, and the solvent evaporated in vacuo. The residue was dissolved in toluene and re-evaporated to yield 2,2-difluoro-1,3-benzodioxol-4-oyl chloride (17.35 g). |
Here is a chemical reaction formula: Reactants are m3:C(C)(=O)OC(C)=O, amount is: 0.0 ;m1_m2:C1(CC1)C(CC(=O)C1=C(C2=C(SC=C2OC)C=C1)OC)=O, amount is: 0.0 ;m1_m2:C(OCC)(OCC)OCC, amount is: 0.0 ,this reaction does not need reagents,Solvents are m4:C1(=CC=CC=C1)C, amount is: 0.0 MOLE,this reaction does not need catalysts,Products are 0:C1(CC1)C(C(C(=O)C1=C(C2=C(SC=C2OC)C=C1)OC)=COCC)=O, please give me the reaction condition of this chemical formula. | The condition of this chemical reaction is: A mixture of 5-(3-cyclopropyl-1,3-dioxoprop-1-yl)-3,4-dimethoxybenzo[b]thiophene (0.5 g) and triethyl orthoformate (0.73 g) was heated under reflux with acetic anhydride (10 ml) for 3 hours. After cooling and addition of toluene the solution was evaporated to dryness to yield 5-(3-cyclopropyl-2-ethoxymethylene-1,3-dioxoprop-1-yl)-3,4-dimethoxybenzo[b]thiophene as a red oil. |