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Here is a chemical reaction formula: Reactants are:m1_m6_m2:O=C1N(C(C2=CC=CC=C12)=O)[C@H](C(=O)N1C=CCC=C1)CC1=CC=CC=C1;m1_m6_m2:FC(S(=O)(=O)O)(F)F;m3:FC(S(=O)(=O)O)(F)F;m4_m5_m0:C(C)(=O)OCC.CCCCCC;m4_m5_m0:C(C)(=O)OCC.CCCCCC, Reagents are:m1_m6_m2:ClCCl, and Products are 0:O=C1N(C(C2=CC=CC=C12)=O)[C@@H]1C(N2C(C3=C(C1)C=CC=C3)CCC=C2)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Add a solution of (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-1,4-dihydro-pyridine (1.1 g, 3.1 mmol) in dichloromethane (2 mL) to trifluoromethanesulfonic acid (1.2 mL). After 2.5 hours, add trifluoromethanesulfonic acid (1.2 mL). After 4 hours, partition the reaction mixture between ethyl acetate and 5% sodium bicarbonate solution. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting sequentially with 10% ethyl acetate/hexane and then 25% ethyl acetate/hexane to give the title compound. |
Here is a chemical reaction formula: Reactants are:m4:C([O-])(O)=O.[Na+];m2:FC(C(=O)OC(C(F)(F)F)=O)(F)F;m1:S(O)(O)(=O)=O;m3:O=C1N(C(C2=CC=CC=C12)=O)[C@H](C(=O)N1C=CCC=C1)CC1=CC=CC=C1, Reagents are:m6_m5_m0:C(C)(=O)OCC.CCCCCC;m6_m5_m0:C(C)(=O)OCC.CCCCCC, and Products are 0:O=C1N(C(C2=CC=CC=C12)=O)[C@@H]1C(N2C(C3=C(C1)C=CC=C3)CCC=C2)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Combine sulfuric acid (3.0 mL, 96%) and trifluoroacetic anhydride (300 mL). Add (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-1,4-dihydro-pyridine (1.0 mmol). After 30 minutes, pour the reaction mixture into a mixture of saturated aqueous sodium bicarbonate and ice. Extract with ethyl acetate and then with methylene chloride. Combine the organic layers and filter through a plug of silica gel. Rinse the silica gel with dichloromethane. Evaporate the filtrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting sequentially with 10% ethyl acetate/hexane and then 25% ethyl acetate/hexane to give the title compound. |
Here is a chemical reaction formula: Reactants are:m2:S(O)(O)(=O)=O;m3:C(=O)O;m1:O=C1N(C(C2=CC=CC=C12)=O)[C@@H]1C(N2C(C3=C(C1)C=CC=C3)CCC=C2)=O;m4:O, Reagents are:m5_m0:C(C)(=O)OCC.CCCCCC, and Products are 0:O=C1N(C(C2=CC=CC=C12)=O)C1C(N2C(C3=C(C1)C=CC=C3)CCC[C@H]2C(=O)O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Combine (S)-7-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1,2,6,7,8,12b-hexahydro-6-oxopyrido[2,1-a][2]benzazepine (32 mg, 0.09 mmol) and sulfuric acid (1.0 mL, 95-98%) in a pressure vessel. Add 96% formic acid (200 μL) and quickly seal the vessel. After 18 hours, add water (10 mL). Extract the reaction mixture with ethyl acetate. Extract the organic layer with saturated aqueous potassium carbonate solution (5×10 mL). Combine the aqueous layers and carefully acidify with aqueous 12M hydrochloric acid solution. Extract with chloroform (5×15 mL). Combine the organic layers, dry over MgSO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 2/1 ethyl acetate/hexane containing 0.5% acetic acid to give the title compound. Rf =0.14 (silica gel, 2/1 ethyl acetate/hexane containing 0.5% acetic acid). |
Here is a chemical reaction formula: Reactants are:m5:[C]=O;m4:[C]=O;m3:C(=O)O;m2:S(O)(O)(=O)=O;m1:O=C1N(C(C2=CC=CC=C12)=O)[C@@H]1C(N2C(C3=C(C1)C=CC=C3)CCC=C2)=O, Reagents are:, and Products are 0:O=C1N(C(C2=CC=CC=C12)=O)C1C(N2C(C3=C(C1)C=CC=C3)CCC[C@H]2C(=O)O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Combine (S)-7-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1,2,6,7,8,12b-hexahydro-6-oxopyrido[2,1-a][2]benzazepine (800 mg, 2.2 mmol) and sulfuric acid (24 mL) in a pressure vessel. Carefully, add formic acid (4.0 mL, 87 mmol) to minimize mixing and thereby the formation of carbon monoxide. Seal the pressure vessel and add carbon monoxide to 300 psi before stirring. (Caution, upon mixing a sharp rise in pressure will occur.) After 16 hours, vent the vessel and add the reaction mixture to an ice/water mixture (160 mL). Extract repeatedly with ethyl acetate. Combine the organic layers and extract repeatedly with aqueous 10% potassium bicarbonate solution. Combine the potassium bicarbonate solution layers and cool in an ice-bath. Acidify to pH 1 using aqueous 6M hydrochloric acid solution. Extract the acidified aqueous layer repeatedly with ethyl acetate. Combine the organic layers and extract with saturated aqueous sodium chloride solution, dry over MgSO4, filter, and evaporate in vacuo to give the title compound. |
Here is a chemical reaction formula: Reactants are:m3:FC(C(=O)OC(C(F)(F)F)=O)(F)F;m1:O=C1N(C(C2=CC=CC=C12)=O)[C@H](C(=O)N1C(CCC=C1)C#N)CC1=CC=CC=C1;m2:S(O)(O)(=O)=O, Reagents are:, and Products are 0:C(#N)[C@@H]1CCCC2N1C(C(CC1=C2C=CC=C1)N1C(C2=CC=CC=C2C1=O)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Combine N-[2(S)-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-2-cyano-1,2,3,4-tetrahydro-pyridine (100 mg, 0.26 mmol), sulfuric acid (3 mL, 99.999%), and trifluoroacetic anhydride (0.03 mL). After 24 hours, the title compound is obtained as a solution. |
Here is a chemical reaction formula: Reactants are:m3:[Br-].CC(CCCOC1=CC=C(OCCC[P+](C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=C1)(C(=O)OCC)C;m4:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m5:CC(C(=O)OCC)(CCCOC1=CC=C(C=C1)OCCCBr)C, Reagents are:m6:C(C)#N;m0_m1_m7_m2:C(C)#N, and Products are 0:OCCCOC1=CC=C(OCCCCC(=O)OCC)C=C1;0:BrBr;0:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The 3-[4-(4,4-dimethyl-4-ethoxycarbonylbutoxy)phenoxy]propyltriphenylphosphonium bromide used as starting material was prepared by reacting triphenylphosphine in acetonitrile, at reflux, with ethyl 2,2-dimethyl-5-[4-(3-bromopropyloxy)phenoxy]pentanoate, itself obtained from ethyl 5-[4-(3-hydroxypropyloxy)phenoxy]pentanoate and bromine in acetonitrile in the presence of triphenylphosphine. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4_m5:C(CCCC)O;m1_m2_m3_m4_m5:COC1=C(C=CC=C1OC)O;m1_m2_m3_m4_m5:BrC1=C(C=CC=C1)C(C)=O;m1_m2_m3_m4_m5:C([O-])([O-])=O.[K+].[K+], Reagents are:m1_m2_m3_m4_m5:C(C)(=O)[O-].[Cu+2].C(C)(=O)[O-];m6:C(C)(=O)OCC, and Products are 0:COC1=C(OCC(=O)C2=CC=CC=C2)C=CC=C1OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Amyl alcohol (44 ml) was added to 2,3-dimethoxyphenol (5 g), 2'-bromoacetophenone (7 g), potassium carbonate (6.7 g) and copper acetate (1.1 g), followed by heating and stirring at 150° C. for 8 hours for reacting them together. To the reaction solution was added ethyl acetate (300 ml), and the resulting solution was washed in dilute hydrochloric acid, in water, and in a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvents therein were distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=8:1), to recover 2-(2,3-dimethoxyphenoxy)acetophenone (7.6 g; yield of 87%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below. |
Here is a chemical reaction formula: Reactants are:m1:COC1=C(C=O)C=CC(=C1OC)OC;m2:ClC1=CC(=CC=C1)C(=O)OO, Reagents are:m3:C(Cl)Cl, and Products are 0:COC1=C(C=CC(=C1OC)OC)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 2,3,4-Trimethoxybenzaldehyde (5 g) was suspended in anhydrous methylene chloride (50 ml), followed by addition of m-chloroperbenzoic acid (10 g; purity of 70%) to heat and stir the resulting mixture at 50° C. for 3 hours. After distilling off the solvents under reduced pressure, the residue was dissolved in ethyl acetate (100 ml) and washed in an aqueous saturated sodium hydrogen carbonate solution, in water and in a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. Then, the solvents were distilled off under reduced pressure. To the residue were added dioxane (15 ml) and a 3N sodium hydroxide solution (15 ml), prior to stirring at room temperature for 30 minutes and adjustment to acidity with dilute hydrochloric acid, followed by ethyl acetate extraction three times. The organic phase was washed in water and in a saturated sodium chloride solution and dried over anhydrous magnesium sulfate, followed by distillation of the solvents under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=3:1), to recover 2,3,4-trimethoxyphenol (2.4 g; yield of 51%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below. |
Here is a chemical reaction formula: Reactants are:m3:COC1=CC(=C(C=O)C(=C1)OC)O;m1_m2:C(C)Br.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m1_m2:[H-].[Na+].CS(=O)C, Reagents are:, and Products are 0:COC=1C(=C(C=C(C1)OC)O)CCC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Triphenylphosphine ethylbromide (4.1 g) was added to a 2N sodium hydride/dimethyl sulfoxide solution (11 ml), prior to agitation at 50° C. for 30 minutes. To the mixture was added 4,6-dimethoxy-2-hydroxybenzaldehyde (1 g), for agitation at 50° C. overnight. After the termination of the reaction, the resulting solution was partitioned with ethyl acetate and dilute hydrochloric acid, and the resulting ethyl acetate phase was washed in water and subsequently in a saturated sodium chloride solution and dried over anhydrous magnesium sulfate, to distill off the solvents under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=3:1), followed by addition of a catalytic amount of platinum dioxide for hydrogenation, to recover 3,5-dimethoxy-2-propylphenol (0.5 g; yield of 46%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below. |
Here is a chemical reaction formula: Reactants are:m2:CC(C)([O-])C.[K+];m4_m1:C(C)Br.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1;m3:COC1=C(C=O)C(=CC(=C1)O)OC, Reagents are:m4_m1:O1CCCC1, and Products are 0:COC=1C=C(C=C(C1CCC)OC)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Anhydrous tetrahydrofuran (36 ml) was added to triphenylphosphine ethyl bromide (12.3 g) prior to stirring at room temperature for 20 minutes. To the resulting mixture was added potassium tert-butoxide (4.5 g), for stirring at room temperature for 30 minutes. Then, 2,6-dimethoxy-4-hydroxybenzaldehyde (3.0 g) was added to the resulting mixture for stirring at room temperature for 2 hours. After the termination of the reaction, the resulting solution was partitioned with ethyl acetate and dilute hydrochloric acid, and the resulting ethyl acetate phase was washed in water and subsequently in a saturated sodium chloride solution and dried over anhydrous magnesium sulfate, to distill off the solvents under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=2:1), followed by addition of a catalytic amount of platinum dioxide for hydrogenation, to recover 3,5-dimethoxy-4-propylphenol (1.8 g; yield of 55%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below. |
Here is a chemical reaction formula: Reactants are:m6_m1_m2_m3_m4_m5:ClC1=C(C(=CC=C1)F)CC(=O)O;m6_m1_m2_m3_m4_m5:COC=1C=C(C=C(C1)OC)O;m6_m1_m2_m3_m4_m5:C([O-])([O-])=O.[K+].[K+], Reagents are:m6_m1_m2_m3_m4_m5:[Cu](I)I;m6_m1_m2_m3_m4_m5:[Cu];m6_m1_m2_m3_m4_m5:CN(C=O)C, and Products are 0:COC=1C=C(OC2=C(C(=CC=C2)F)CC(=O)O)C=C(C1)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: N,N-Dimethylformamide (20 ml) was added to 2-chloro-6-fluorophenyl acetic acid (3.77 g), 3,5-dimethoxyphenol (3.08 g), potassium carbonate (5.52 g), copper iodide (950 mg) and copper (250 mg), for stirring at 120° C. for 20 hours. The resulting reaction solution was partitioned with ethyl acetate and dilute hydrochloric acid, and the organic phase was washed in water and in a saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, to distill off the solvents under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=7:3), to recover 2-(3,5-dimethoxyphenoxy)-6-fluorophenyl acetic acid (5.27 g; yield of 86%). By 1H-NMR (90 MHz, CDCl3), the compound has the peaks shown below. |
Here is a chemical reaction formula: Reactants are:m1_m3:CC=1SC(=CC1C1=C(C(C(C1(F)F)(F)F)(F)F)C1=C(SC(=C1)[Si](C)(C)C)C)[Si](C)(C)C;m2:Br, Reagents are:m1_m3:C(Cl)(Cl)Cl, and Products are 0:CC=1SC=CC1C1=C(C(C(C1(F)F)(F)F)(F)F)C1=C(SC=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1,2-bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene (2.16 g, 0.005 mol) was dissolved in chloroform (200 ml) and was allowed to react for 6 hours under refluxing conditions by adding concentrated hydrobromic acid (10 ml) to the solution. After the completion of the reaction, the chloroform layer was washed with an aqueous solution of sodium bicarbonate and the chloroform was removed under reduced pressures. The reaction product was purified by silicagel column chromatogram to give 1,2-bis(2-methyl-3-thienyl)hexafluorocyclopentene (1.8 g, 0.0049 mol). |
Here is a chemical reaction formula: Reactants are:m2_m3:CC=1C=C(SC1)OB(O)O;m2_m3:C([O-])([O-])=O.[K+].[K+];m1_m4:BrC1=CC(=C(S1)C)C1=C(C(C(C1(F)F)(F)F)(F)F)C1=C(SC(=C1)Br)C;m1_m4:C(OC)COC, Reagents are:m5:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.[Pd], and Products are 0:CC=1SC(=CC1C1=C(C(C(C1(F)F)(F)F)(F)F)C1=C(SC(=C1)C=1SC=C(C1)C)C)C=1SC=C(C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1,2-Bis(5-bromo-2-methyl-3-thienyl)hexafluorocyclopentene (1.0 g 0.002 mol) was dissolved in dimethoxyethane (50 ml), and palladium tetra(triphenylphosphine) (120 mg) was added to the mixture which was stirred for 5 minutes under argon atmosphere. With 4-methyl-2-thienyl boric acid (852 mg, 0.006 mol) and an aqueous solution of potassium carbonate (0.1 mol dm-3, 10 ml) were added, the reaction mixture was refluxed for two hours. It was then concentrated under reduced pressures, extracted with diethylether and rinsed with water. With the diethylether removed under reduced pressures, the product was purified by alumina column chromatogram to give 1,2-bis[2-methyl-5-(4-methyl-2-thienyl)-3-thienyl]hexafluorocyclopentene (447 mg, 0.0008 mol). |
Here is a chemical reaction formula: Reactants are:m1_m4:BrC1=CC(=C(S1)C)C1=C(C(C(C1(F)F)(F)F)(F)F)C1=C(SC(=C1)Br)C;m2_m3:C[Si](C1=CC=C(S1)C1=CC=C(S1)OB(O)O)(C)C;m2_m3:C([O-])([O-])=O.[K+].[K+], Reagents are:m5:C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.[Pd];m1_m4:C(OC)COC, and Products are 0:FC1(C(C(C=C1)(F)F)(F)F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1,2-bis(5-bromo-2-methyl-3-thienyl)hexafluorocyclopentene (1.0 g, 0.002 mol) was dissolved in dimethoxyethane (50 ml), and palladium tetra(triphenylphosphine) (120 mg) was added to the mixture which was stirred for 5 minutes under argon atmosphere. With 5-(5-trimethylsilyl-2-thienyl)-2-thienyl boric acid (1.4 g, 0.006 mol) and an aqueous solution of potassium carbonate (0.1 mol dm-3, 10 ml) were added, the reaction mixture was refluxed for two hours. It was then concentrated under reduced pressures, extracted with diethylether and rinsed with water. With the diethylether removed under reduced pressures, the product was purified by alumina column chromatogram to give 1,2-bis[2-methyl-5{5-trimethylsilyl-2-thienyl)-2-thienyl}-3-thienyl]hexafluorocyclopentene (550 mg, 0.0007 mol). |
Here is a chemical reaction formula: Reactants are:m1_m2_m6_m3:CN(CCN(C)C)C;m1_m2_m6_m3:C1(=CC=CC=C1)S;m1_m2_m6_m3:C(CCC)[Li];m5:Cl;m4:CON(C(C1=CC=CC=C1)=O)C, Reagents are:m1_m2_m6_m3:C1CCCCC1, and Products are 0:SC1=C(C(=O)C2=CC=CC=C2)C=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of N,N,N',N'-tetramethylethylene diamine (4.4 g, 0.038 mol) and thiophenol (2 g, 0.018 mol) in cyclohexane (40 mL) was added dropwise n-butyllithium (24 mL, 0.038 mol) at room temperature. The suspension was stirred under nitrogen for 16 hours, followed by the dropwise addition of N-methoxy-N-methylbenzamide (3.39, 0.019 mol). After stirring for 20 minutes, the reaction mixture was added to cold aqueous HCl (1N). The product was partitioned between ethyl acetate and the acidic solution. The layers were separated and the organic portion was washed with brine, dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The liquid obtained was purified using silica gel chromatography (75% hexane/25% ethyl acetate) to give 2.3 g of the title compound as a viscous yellow liquid. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:ClC1=C(C=C(C=C1)Cl)S(=O)(=O)N;m1_m3_m2:S.[Na], Reagents are:m1_m3_m2:CN(C)C=O, and Products are 0:SC1=C(C=C(C=C1)Cl)S(=O)(=O)N, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To 34.0 g (0.15 mol) of 2,5-dichloro-benzene sulfonamide in 200 mL of DMF was added 16.0 g (0.28 mol) of sodium hydrogensulfide. The mixture was refluxed for 18 hours, then cooled, concentrated, and the solids collected by filtration. The solids were dissolved in hot water, the pH adjusted to 4.0 and the precipitate filtered. This material was dried to yield 10.1 g of the title compound, mp 142°-144° C. |
Here is a chemical reaction formula: Reactants are:m2:C(C(=O)Cl)(=O)Cl;m3:CN(C=O)C;m1_m4:ClC1=C(C(=O)O)C=C(C=C1)[N+](=O)[O-], Reagents are:m1_m4:ClCCl, and Products are 0:ClC1=C(C(=O)N)C=C(C=C1)[N+](=O)[O-], please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 2-chloro-5-nitrobenzoic acid (15.0 g, 74.0 mmol) in 200 mL of dichloromethane was reacted at 24° C. with oxalyl chloride (16.2 mL, 186.0 mmol) and a catalytic amount of dimethylformamide. After 3 hours, the solvent was removed in vacuo, and the residue was redissolved in 200 mL of fresh dichloromethane. The solution was cooled to 0° C., and ammonia was bubbled into the solution for 5 minutes, whereupon the product precipitated from solution. The product was collected by filtration to yield 6.8 g of 2-chloro-5-nitro benzamide, mp 174°-175° C.; |
Here is a chemical reaction formula: Reactants are:m1:O.Cl.NCC1=CC=C(C=C1)S(=O)(=O)N;m2:CN(C(C)=O)[Si](C)(C)C;m3_m5:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3_m5:ClCCl, and Products are 0:NS(=O)(=O)C1=CC=C(C=C1)CNC(C1=C(C=CC=C1)SSC1=C(C(=O)NCC2=CC=C(C=C2)S(=O)(=O)N)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A slurry of 4-(aminomethyl)benzenesulfonamide hydrochloride hydrate (6.5 g, 29 mmol) in 100 mL pyridine was allowed to stir with N-methyl-N-(trimethylsilyl)acetamide (13.4 mL, 83.0 mmol) until a homogenous solution occurred. The solution was cooled to 0° C. to 5° C. and a solution of 2,2'-dithiobisbenzoyl chloride (4.0 9, 16.0 mmol) in 20 mL dichloromethane was added dropwise. The resulting solution was allowed to stir for 18 hours and the dichloromethane was removed in vacuo. The crude product was precipitated with the addition of water and the resulting solid was collected by filtration. The crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water to yield 3.3 g of the title compound, mp 267°-269° C. |
Here is a chemical reaction formula: Reactants are:m2:NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:N1=C(N=CC=C1)NS(=O)(=O)C1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC2=NC=CC=N2)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general methods described in Example 1 using 2,2'-dithiobisbenzoyl chloride (3.0 g, 8.7 mmol) in 30 mL dichloromethane and 4-amino-N-(2-pyrimidinyl) benzenesulfonamide (5.3 g, 21.7 mmol) in 100 mL pyridine. The crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water to yield 3.9 g of the title compound, mp 280° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m5_m3:C(C)(C)(C)OC(C(C(CC)C)NC(C1=C(C(=CC=C1)F)SSC1=C(C=CC=C1F)C(NC(C(CC)C)C(=O)OC(C)(C)C)=O)=O)=O;m1_m2_m5_m3:C1(=CC=CC=C1)OC;m1_m2_m5_m3:FC(C(=O)O)(F)F;m4:C1(=CC=CC=C1)C, Reagents are:m1_m2_m5_m3:ClCCl, and Products are 0:C(=O)(O)C(C(CC)C)NC(=O)C1=C(C(=CC=C1)F)SSC1=C(C(=O)NC(C(=O)O)C(CC)C)C=CC=C1F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-2-methyl-butylcarbamoyl)-6-fluorophenyldisulfanyl]-3-fluoro- benzoylamino]-3-methylpentanoic acid tert butyl ester (0.6 g ,0.8 mmol) and anisole (1 ml) in 10 mL dichloromethane at 0° C., was added dropwise 10 mL trifluoroacetic acid. The mixture was allowed to warm to ambient temperature. After 4 hours, 5 mL toluene was added and the solvents were removed in vacuo. The crude product was recrystallized from methanol/water to yield 0.2 g of the title compound, mp 188°-190° C. |
Here is a chemical reaction formula: Reactants are:m3:C1(=CC=CC=C1)OC;m2:FC(C(=O)O)(F)F;m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C=C(C=C1)F)SSC1=C(C=CC(=C1)F)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O, Reagents are:m4:ClCCl, and Products are 0:C(=O)(O)C(CC(C)C)NC(=O)C1=C(C=C(C=C1)F)SSC1=C(C(=O)NC(C(=O)O)CC(C)C)C=CC(=C1)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (3.1 g, 4.5 mmol) from Example 27, 30 mL dichloromethane, 30 mL trifluoroacetic acid, and 3.0 mL anisole. The crude product was recrystallized from dimethylformamide/methanol/water to afford 1.6 g of the title compound, mp 261°-262° C. |
Here is a chemical reaction formula: Reactants are:m2:FC(C(=O)O)(F)F;m3:C1(=CC=CC=C1)OC;m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C=CC(=C1)F)SSC1=C(C=C(C=C1)F)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O, Reagents are:m4:ClCCl, and Products are 0:C(=O)(O)C(CC(C)C)NC(=O)C1=C(C=CC(=C1)F)SSC1=C(C(=O)NC(C(=O)O)CC(C)C)C=C(C=C1)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R R*)-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-4-fluoro-phenyldisulfanyl]-5-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (2.1 g, 3.0 mmol) from Example 28, 25 mL dichloromethane, 25 mL trifluoroacetic acid, and 2.5 mL anisole. The crude product was recrystallized from methanol/water to afford 0.3 g of the title compound, mp 246°-247° C. |
Here is a chemical reaction formula: Reactants are:m2:FC(C(=O)O)(F)F;m3:C1(=CC=CC=C1)OC;m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C=CC(=C1)OC)SSC1=C(C=C(C=C1)OC)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O, Reagents are:m4:ClCCl, and Products are 0:C(=O)(O)C(CC(C)C)NC(=O)C1=C(C=CC(=C1)OC)SSC1=C(C(=O)NC(C(=O)O)CC(C)C)C=C(C=C1)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl- butylcarbamoyl)-4-methoxy-phenyldisulfanyl]-5-methoxybenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (2.4 g, 3.4 mmol) from Example 31, 25 mL dichloromethane, 25 mL trifluoroacetic acid and 2.5 mL anisole. The crude product was recrystallized from methanol/water to afford 0.7 g of the title compound, mp 168°-169° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C(=CC=C1)C)SSC1=C(C=CC=C1C)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O;m2:FC(C(=O)O)(F)F, Reagents are:m3:ClCCl, and Products are 0:C(=O)(O)C(CC(C)C)NC(=O)C1=C(C(=CC=C1)C)SSC1=C(C(=O)NC(C(=O)O)CC(C)C)C=CC=C1C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-6-methyl-phenyldisulfanyl]-3-methylbenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (0.9 g, 1.3 mmol) from Example 32, 10 mL dichloromethane, and 10 mL trifluoroacetic acid. The crude product was recrystallized from dimethylformamide/water to afford 0.4 g of the title compound, mp 210°-211° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C=C(C=C1)C)SSC1=C(C=CC(=C1)C)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O;m2:FC(C(=O)O)(F)F;m3:C1(=CC=CC=C1)OC, Reagents are:m4:ClCCl, and Products are 0:C(=O)(O)C(CC(C)C)NC(=O)C1=C(C=C(C=C1)C)SSC1=C(C(=O)NC(C(=O)O)CC(C)C)C=CC(=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-5 -methyl-phenyldisulfanyl]-4-methylbenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (1.9 g, 2.8 mmol) from Example 33, 20 mL dichloromethane, 20 mL trifluoroacetic acid and 2.0 mL anisole. The crude product was recrystallized from methanol/water to afford 1.4 g of the title compound, mp 216°-218° C. |
Here is a chemical reaction formula: Reactants are:m2:FC(C(=O)O)(F)F;m1:C(C)(C)(C)OC(C(CC(C)C)NC(C1=C(C=CC(=C1)NC(C)=O)SSC1=C(C=C(C=C1)NC(C)=O)C(NC(CC(C)C)C(=O)OC(C)(C)C)=O)=O)=O, Reagents are:m3:ClCCl, and Products are 0:C(C)(=O)NC=1C=CC(=C(C(=O)NC(C(=O)O)CC(C)C)C1)SSC1=C(C=C(C=C1)NC(C)=O)C(NC(CC(C)C)C(=O)O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]2-{5-acetylamino-2-[4-acetylamino-2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-phenyldisulfanyl]-benzoylamino}-4-methyl-pentanoic acid tert-butyl ester (0.2 g, 0.2 mmol) from Example 44, 10 mL dichloromethane, and 10 mL trifluoroacetic acid. The crude product was recrystallized from dimethylformamide/water to afford 0.1 g of the title compound, mp 241°-242° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(C)(C)OC(C(C(CC)C)NC(C1=C(C=CC(=C1)NCC)SSC1=C(C=C(C=C1)NCC)C(NC(C(CC)C)C(=O)OC(C)(C)C)=O)=O)=O;m2:FC(C(=O)O)(F)F, Reagents are:m3:ClCCl, and Products are 0:C(C)NC=1C=CC(=C(C1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)O)SSC1=C(C=C(C=C1)NCC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]2-{5-ethylamino-2-[4-ethylamino-2-(1-tert-butoxy carbonyl-2-methyl-butylcarbamoyl)-phenyldisulfanyl]-benzoylamino}-3-methyl-pentanoic acid tert-butyl ester (0.8 g, 1.1 mmol) from Example 45, 10 mL dichloromethane, and 10 mL trifluoroacetic acid. The product was washed with hexane/ether to afford 0.6 of the title compound, mp 97°-100° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C)(C)(C)OC(C(CCCC(=O)OC(C)(C)C)NC(C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(NC(CCCC(=O)OC(C)(C)C)C(=O)OC(C)(C)C)=O)=O)=O;m3:C1(=CC=CC=C1)OC;m2:FC(C(=O)O)(F)F, Reagents are:m4:ClCCl, and Products are 0:C(=O)(O)C(CCCC(=O)O)NC(=O)C1=C(C=CC=C1)SSC1=C(C(=O)NC(C(=O)O)CCCC(=O)O)C=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-{2-[2-(1,4-bis-tert-butoxycarbonyl-butylcarbamoyl)phenyldisulfanyl]-benzoylamino}-hexanedioic acid di-tert-butyl ester (1.1 g, 1.4 mmol) from Example 10 mL dichloromethane, 10 mL trifluoroacetic acid, and 1 mL anisole. The crude product was recrystallized from methanol/dimethylformamide/water to afford 0.6 of the title compound, mp 259°-260° C. |
Here is a chemical reaction formula: Reactants are:m1:CC(C)(C)OC(CCCNC(=O)C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)NCCCC(=O)OC(C)(C)C)=O;m3:C1(=CC=CC=C1)OC;m2:FC(C(=O)O)(F)F, Reagents are:m4:ClCCl, and Products are 0:C1(=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)NCCCC(=O)O)C(=O)NCCCC(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the procedure described in Example 50 using 4,4'-[dithiobis(2,1-phenylenecarbonylimino)]bis butanoic acid bis (1,1-dimethylethyl) ester (0.5 g, 0.9 mmol) from Example 43, 10 mL dichloromethane, 10 mL trifluoroacetic acid, and 1 mL anisole. The crude product was recrystallized from methanol/dimethylformamide/water to afford 0.6 g of the title compound, mp 165°-166° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2_m4:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m1_m3_m2_m4:C(C)(C)(C)C1=CC=C(N)C=C1, Reagents are:m1_m3_m2_m4:ClCCl;m1_m3_m2_m4:N1=CC=CC=C1, and Products are 0:CC(C)(C)C1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)C(C)(C)C)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,2'-dithiobisbenzoyl chloride (1.20 g, 3.50 mmol) in 25 mL of dichloromethane was added to a solution of 4-tert-butylaniline (1.04 g, 6.99 mmol) in 8 mL of pyridine at 23° C. The reaction mixture was stirred for 18 hours at 23° C. under nitrogen atmosphere. The mixture was concentrated, the residue triturated with 5% aqueous HCl, and the resulting solid was collected by filtration and washed with water to yield the crude product. The crude material was recrystallized from ethyl ether-ethanol to yield 0.24 g of the title compound, mp 135°-138° C. |
Here is a chemical reaction formula: Reactants are:m2:NC1=CC(=CC=C1)C;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:CC=1C=C(C=CC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC=C2)C)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and m-toluidine (1.24 g, 11.6 mmol) in 10 mL of pyridine. The crude product was recrystallized from ethyl ether-ethyl acetate to yield 1.18 g of the title compound, mp 193°-195° C. |
Here is a chemical reaction formula: Reactants are:m2:[N+](=O)([O-])C1=C(C=C(N)C=C1)C(F)(F)F;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:[N+](=O)([O-])C1=C(C=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)C=CC=C1)=O)C(F)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-nitro-3-(trifluoromethyl)aniline (2.39 g, 11.6 mmol) in 19 mL of pyridine. The crude product was recrystallized from ethyl ether to yield 0.25 g of the title compound, mp 167°-169° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:BrC=1C=C(N)C=CC1, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:BrC=1C=C(C=CC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC=C2)Br)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 3-bromoaniline (1.98 g, 11.6 mmol) in 16 mL of pyridine. The crude product was recrystallized from ethyl acetate-hexanes to yield 1.99 g of the title compound, mp 194°-196° C. |
Here is a chemical reaction formula: Reactants are:m2:FC(C=1C=C(N)C=C(C1)C(F)(F)F)(F)F;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:FC(C=1C=C(C=C(C1)C(F)(F)F)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F)C=CC=C1)=O)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 3,5-bis(trifluoromethyl)aniline (2.66 g, 11.6 mmol) in 21 mL of pyridine. The crude product was recrystallized from ethyl acetate-hexanes (1:9) to yield 0.34 g of the title compound, mp 213°-214° C. |
Here is a chemical reaction formula: Reactants are:m2:ClC=1C=C(N)C=CC1Cl;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:ClC=1C=C(C=CC1Cl)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=C(C=C2)Cl)Cl)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (1.04 g, 3.03 mmol) in 25 mL of dichloromethane and 3,4-dichloroaniline (0.982 g, 6.06 mmol) in 8 mL of pyridine. The crude product was recrystallized from ethyl acetate-hexanes to yield 0.184 g of the title compound, mp 230°-233° C. |
Here is a chemical reaction formula: Reactants are:m2:ClC1=C(N)C=CC(=C1)Cl;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:ClC1=C(C=CC(=C1)Cl)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=C(C=C(C=C2)Cl)Cl)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2,4-dichloroaniline (1.89 g, 11.7 mmol) in 15 mL of pyridine. The crude product was triturated with a hot mixture of ethyl acetate, ethanol and methanol (1:1:1) and filtered to yield 0.64 g of the title compound, mp 227°-228° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:CC=1C=C(N)C=CC1C, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:CC=1C=C(C=CC1C)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=C(C=C2)C)C)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (1.12 g, 3.26 mmol) in 25 mL of dichloromethane and 3,4-dimethylaniline (0.79 g, 6.52 mmol) in 8 mL of pyridine. The crude product was triturated with ethyl ether and filtered to yield 0.28 g of the title compound, mp 224°-227° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:ClC=1C=C(N)C=C(C1)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:ClC=1C=C(C=C(C1)Cl)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC(=C2)Cl)Cl)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 3,5-dichloroaniline (1.87 g, 11.7 mmol) in 15 mL of pyridine. The crude product was recrystallized from ethanol, then ethyl ether to yield 0.78 g of the title compound, mp 235°-236° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:FC1=CC=C(N)C=C1, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:FC1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)F)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (1.00 g, 2.92 mmol) in 20 mL of dichloromethane and 4-fluoroaniline (0.657 g, 5.91 mmol) in 5 mL of pyridine. The crude product was triturated with hot ethanol-ethyl acetate mixture, filtered, and recrystallized from ethanol-DMF to yield 0.14 g of the title compound, mp 242°-244° C. |
Here is a chemical reaction formula: Reactants are:m2:NC=1C=C(C=CC1)C(F)(F)F;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:FC(C=1C=C(C=CC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC=C2)C(F)(F)F)C=CC=C1)=O)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 3-aminobenzotrifluoride (1.87 g, 11.6 mmol) in 15 mL of pyridine. The crude product was recrystallized from ethanol, then ethyl ether to yield 0.519 g of the title compound, mp 167°-168° C. |
Here is a chemical reaction formula: Reactants are:m2:COC=1C(=CC=CC1)N;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:COC1=C(C=CC=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=C(C=CC=C2)OC)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and o-anisidine (1.42 g, 11.5 mmol) in 10 mL of pyridine. The crude product was recrystallized from ethanol-ethyl acetate, then again from acetonitrile-DMF to yield 0.634 g of the title compound, mp 154°-155° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2_m4:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m1_m3_m2_m4:NC1=C(SC=C1)C(=O)OC, Reagents are:m1_m3_m2_m4:ClCCl;m1_m3_m2_m4:N1=CC=CC=C1, and Products are 0:C1(=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)NC1=C(SC=C1)C(=O)OC)C(=O)NC1=C(SC=C1)C(=O)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane was added to a solution of methyl 3-amino-2-thiophenecarboxylate (1.82 g, 11.6 mmol) in 14 mL of pyridine at 23° C. The reaction mixture was stirred for 18 hours at 23° C. under nitrogen atmosphere. The precipitate formed was collected by filtration, then triturated with 5% aqueous HCl and washed with water to yield the crude product. The crude material was recrystallized first from ethanol, then from acetonitrile-DMF to yield 2.0 g of the title compound, mp 250°-252° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:NC1=CC=C(C=C1)C(F)(F)F, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:FC(C1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)C(F)(F)F)C=CC=C1)=O)(F)F, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (1.12 g, 3.26 mmol) in 25 mL of dichloromethane and 4-aminobenzotrifluoride (1.05 g, 6.53 mmol) in 8 mL of pyridine. The crude product was recrystallized from water-DMF to yield 0.47 g of the title compound, mp 272°-275° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:NC1=NC=C(C=N1)Br, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:BrC=1C=NC(=NC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=NC=C(C=N2)Br)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2-amino-5-bromopyrimidine (2.03 g, 11.7 mmol) in 16 mL of pyridine. The crude product was triturated with a hot mixture of ethyl acetate and ethanol, filtered, and recrystallized first from DMF, then from acetonitrile-DMF to yield 0.40 g of the title compound, mp 249°-253° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:NC1=CC=C(C#N)C=C1, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:C(#N)C1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)C#N)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-aminobenzonitrile (1.38 g, 11.7 mmol) in 11 mL of pyridine. The crude product was triturated with a hot mixture of ethyl acetate and ethanol (1:1), filtered, and recrystallized from ethanol-DMF-water to yield 0.37 g of the title compound, mp 239°-241° C. |
Here is a chemical reaction formula: Reactants are:m2:CS(=O)(=O)C1=CC=C(C=C1)N;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:CS(=O)(=O)C1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)S(=O)(=O)C)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-aminophenyl methyl sulfone (2.00 g, 11.7 mmol) in 16 mL of pyridine. The crude product was recrystallized from acetonitrile-DMF to yield 2.0 g of the title compound, mp 236°-238° C. |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:NC1=NC=NC(=C1)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:ClC1=CC(=NC=N1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=NC=NC(=C2)Cl)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-amino-6-chloropyrimidine (1.51 g, 11.7 mmol) in 12 mL of pyridine. The crude product was triturated with a hot mixture of ethyl acetate and ethanol, filtered, and recrystallized from acetonitrile-DMF to yield 0.38 g of the title compound, mp 254°-256° C. |
Here is a chemical reaction formula: Reactants are:m2:IC1=CC=C(N)C=C1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:IC1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC=C(C=C2)I)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-iodoaniline (2.54 g, 11.6 mmol) in 20 mL of pyridine. The crude product was recrystallized from water-DMF to yield 1.48 g of the title compound, mp 268°-271° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m2:C(C)C1=C(N)C=CC=C1, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:C(C)C1=C(C=CC=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=C(C=CC=C2)CC)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2-ethylaniline (1.40 g, 11.6 mmol) in 12 mL of pyridine. The crude product was recrystallized from acetonitrile-DMF to yield 1.0 g of the title compound, mp 255°-256° C. |
Here is a chemical reaction formula: Reactants are:m2:NC1=NC=NC=C1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:N1=CN=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=NC=NC=C2)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (3.00 g, 8.74 mmol) in 75 mL of dichloromethane and 4-aminopyrimidine (1.66 g, 17.5 mmol) in 14 mL of pyridine. The crude product was triturated with a hot mixture of acetonitrile and DMF, filtered, and recrystallized from water-DMF to yield 0.08 g of the title compound, mp 234°-235° C. |
Here is a chemical reaction formula: Reactants are:m2:[N+](=O)([O-])C=1C=C(N)C=CC1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:[N+](=O)([O-])C=1C=C(C=CC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=CC(=CC=C2)[N+](=O)[O-])C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 3-nitroaniline (1.60 g, 11.6 mmol) in 13 mL of pyridine. The crude product was recrystallized once from ethanol-ether, then twice from acetonitrile-DMF-water to yield 0.79 g of the title compound, mp>270° C. |
Here is a chemical reaction formula: Reactants are:m2:NC1=C(C=CC=C1)S(=O)(=O)N;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:NS(=O)(=O)C1=C(C=CC=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=C(C=CC=C2)S(=O)(=O)N)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2-aminobenzenesulfonamide (2.00 g, 11.6 mmol) in 16 mL of pyridine. The reaction mixture was stirred for 6 days at 23° C. under nitrogen atmosphere. The crude product was recrystallized from acetonitrile to yield 0.70 g of the title compound, mp 150°-151° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m2:C(C)(C)C1=C(N)C=CC=C1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m3:ClCCl;m4:N1=CC=CC=C1, and Products are 0:CC(C)C1=C(C=CC=C1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2=C(C=CC=C2)C(C)C)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 2-isopropylaniline (1.60 g, 11.6 mmol) in 13 mL of pyridine. The crude product was recrystallized twice from acetonitrile-DMF to yield 0.45 g of the title compound, mp 235°-237° C. |
Here is a chemical reaction formula: Reactants are:m2:NC1=CC=C(CP(OCC)(OCC)=O)C=C1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m4:N1=CC=CC=C1;m3:ClCCl, and Products are 0:C(C)OP(OCC)(=O)CC1=CC=C(C=C1)NC(C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(NC1=CC=C(C=C1)CP(=O)(OCC)OCC)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 77 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and diethyl 4-aminobenzylphosphonate (2.90 g, 11.6 mmol) in 23 mL of pyridine. The reaction mixture was stirred for 3 days at 23° C. under nitrogen atmosphere. The crude product was recrystallized from acetonitrile-DMF to yield 2.60 g of the title compound, mp 237°-238° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m1_m4_m2_m3_m5:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m1_m4_m2_m3_m5:C1(CC1)N;m1_m4_m2_m3_m5:C(C)N(CC)CC;m1_m4_m2_m3_m5:ClCCl;m1_m4_m2_m3_m5:ClCCl, Reagents are:, and Products are 0:C1(CC1)NC(C1=C(C=CC=C1)SSC1=C(C(=O)NC2CC2)C=CC=C1)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 20 mL of dichloromethane was added dropwise to a solution of cyclopropylamine (0.52 mL, 7.5 mmol) and triethylamine (1.2 mL, 9.0 mmol) in 20 mL of dichloromethane. A solid formed immediately, the mixture was stirred for 3 hours and then filtered. The solid was dried to yield 0.65 g of the title compound, mp 257°-259° C.; |
Here is a chemical reaction formula: Reactants are:m2:N1CCCC1;m1:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl;m3:C(C)N(CC)CC, Reagents are:m4:ClCCl;m5:ClCCl, and Products are 0:N1(CCCC1)C(=O)C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)N1CCCC1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 112 using 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 15 mL of dichloromethane and pyrrolidine (0.63 mL, 7.5 mmol) and triethylamine (1.2 mL, 9 mmol) in 20 mL of dichloromethane, to give 0.75 g of the title compound as a foam, mp 62°-63° C.; |
Here is a chemical reaction formula: Reactants are:m1_m2_m4:N1CCC(C(=O)O)CC1;m1_m2_m4:CN(C(C)=O)[Si](C)(C)C;m3_m5:C(C1=C(C=CC=C1)SSC1=C(C(=O)Cl)C=CC=C1)(=O)Cl, Reagents are:m1_m2_m4:N1=CC=CC=C1;m3_m5:ClCCl, and Products are 0:C1(=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)N1CCC(CC1)C(=O)O)C(=O)N1CCC(CC1)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Isonipecotic acid (4-piperidinecarboxylic acid) (0.76 g, 6 mmol), N-methyl-N-trimethylsilylacetamide and 3 drops of pyridine were stirred at room temperature for 2 hours. This suspension was added to a filtered solution of 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 15 mL of dichloromethane. The solvent was removed after 18 hours and the residue was triturated with 1N HCl. The acid was decanted and the residue was dissolved in acetonitrile. After standing for 24 hours a precipitate formed. The solid was collected and dried to give 0.56 g of the title compound, mp>250° C.; |
Here is a chemical reaction formula: Reactants are:m1:CC(C)(C)OC([C@@H](NC(=O)C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)OC(C)(C)C)CCCNC(N)=N)=O, Reagents are:m3:FC(C(=O)O)(F)F;m2:ClCCl, and Products are 0:C1(=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the general method of Example 122 using N,N'-[Dithiobis (2,1-phenylenecarbonyl)bis-L-arginine-bis(1,1-dimethylethyl) ester, (1.31 g, 2.0 mmol) from Example 127 in 15 mL of dichloromethane and 15 mL of trifluoroacetic acid. The residue was triturated with ethanol and 1N HCl to yield 0.74 g of the title compound, mp 208°-211° C.; |
Here is a chemical reaction formula: Reactants are:m2:C(C)(=O)N[C@@H](CS)C(=O)O;m1:O=C1N(SC2=C1C=CC=C2)C2=CC=C(C=C2)S(=O)(=O)N, Reagents are:, and Products are 0:C(C)(=O)NC(C(=O)O)CSSC1=C(C=CC=C1)C(NC1=CC=C(C=C1)S(N)(=O)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the method of Example 132 using 0.8 g (2.4 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl)benzenesulfonamide and 0.39 g (2.4 mmol) of N-acetyl-L-cysteine. The product was washed with ether and dried in vacuo to give 0.92 g of the title compound, mp 218°-220° C. |
Here is a chemical reaction formula: Reactants are:m2:SC(C(=O)NCC(=O)O)C;m1:O=C1N(SC2=C1C=CC=C2)C2=CC=C(C=C2)S(=O)(=O)N, Reagents are:, and Products are 0:S(N)(=O)(=O)C1=CC=C(C=C1)NC(=O)C1=C(C=CC=C1)SSC(C(=O)NCC(=O)O)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the method of Example 132 using 0.46 g (1.5 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl)benzenesulfonamide and 0.25 g (1.5 mmol) of 2-mercapto-propionylglycine. The product was washed with ether and dried in vacuo to give 0.65 g of the title compound, mp 254°-256° C. |
Here is a chemical reaction formula: Reactants are:m1:O=C1N(SC2=C1C=CC=C2)C2=CC=C(C=C2)S(=O)(=O)N;m3_m4_m2:C(C=1C(S)=CC=CC1)(=O)O, Reagents are:m3_m4_m2:CO;m3_m4_m2:O1CCCC1, and Products are 0:S(N)(=O)(=O)C1=CC=C(C=C1)NC(=O)C1=C(C=CC=C1)SSC1=C(C(=O)O)C=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the method of Example 132 using a suspension of 0.46 g (1.5 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl)benzene sulfonamide in a mixture of 15 mL of methanol and 15 mL of tetrahydrofuran, and 0.23 g (1.5 mmol) of thiosalicylic acid. The product was washed with ether and dried in vacuo to give 0.66 g of the title compound, mp 276°-278° C. |
Here is a chemical reaction formula: Reactants are:m1:O=C1N(SC2=C1C=CC=C2)C2=CC=C(C=C2)S(=O)(=O)N;m3_m4_m2:C(C=1C(S)=CC=CC1)(=O)OC, Reagents are:m3_m4_m2:CO;m3_m4_m2:O1CCCC1, and Products are 0:S(N)(=O)(=O)C1=CC=C(C=C1)NC(=O)C1=C(C=CC=C1)SSC1=C(C(=O)OC)C=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the method of Example 132 using a suspension of 0.46 g (1.5 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl)benzene sulfonamide in a mixture of 15 mL of methanol and 15 mL of tetrahydrofuran, and 0.27 g (1.6 mmol) of methyl thiosalicylate. The product was triturated with ether, filtered, washed with ether and dried in vacuo to give 0.66 g of the title compound, mp 288°-290° C. |
Here is a chemical reaction formula: Reactants are:m4_m2_m3:O1CCCC1;m4_m2_m3:OC(CS)CO;m1:O=C1N(SC2=C1C=CC=C2)C2=CC=C(C=C2)S(=O)(=O)N, Reagents are:m4_m2_m3:CO, and Products are 0:OC(CSSC1=C(C(=O)NC2=CC=C(C=C2)S(N)(=O)=O)C=CC=C1)CO, please give me the reaction condition of this formula. | The condition of this chemical reaction is: This compound was prepared according to the method of Example 132 using a suspension of 0.46 g (1.5 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl) benzenesulfonamide in a mixture of 15 mL of methanol, and 15 mL of tetrahydrofuran and 2,3-dihydroxy-1-propanethiol. The product was washed with ether and dried in vacuo to give 0.61 g of the title compound, mp>260° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:CC(C(C(=O)O)N1SC2=C(C1=O)C=CC=C2)CC;m1_m3_m2:C(C)(=O)N[C@@H](CS)C(=O)O, Reagents are:m1_m3_m2:CO, and Products are 0:C(C)(=O)NS(SC1=C(C(=O)NC(C(=O)O)C(CC)C)C=CC=C1)CCC(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 0.58 g (2.2 mmol) of [S-(R*,R*)]-3-methyl-2-(3-oxo-3H-benzo[d]isothiazol-2-yl)pentanoic acid in 20 mL of methanol was treated with 0.36 g (2.2 mmol) of N-acetyl-L-cysteine and the reaction was stirred at room temperature for 18 hours. The solvent was removed in vacuo and the residue was triturated with 100 mL of 60° C. water. The water was decanted and the solid was dissolved in 50 mL of ethyl acetate. The organic solution was dried (MgSO4), filtered and evaporated in vacuo to give the title compound as a white, solid foam, mp 85°-90° C. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:SC1=C(C(=O)C2=CC=CC=C2)C=CC=C1;m1_m3_m2:N(=NC(=O)OCC)C(=O)OCC, Reagents are:m4:C1=CC=CC=C1;m1_m3_m2:C(C)OCC, and Products are 0:C(C1=CC=CC=C1)(=O)C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of 2-mercaptobenzophenone (2.3 g, 7.4 mmol) in diethyl ether (10 mL) was added dropwise diethyl azodicarboxylate (0.65 g, 3.7 mmol). The solution was stirred for 5 minutes at room temperature, then diluted with benzene (40 mL) and refluxed for 16 hours. The solution was cooled and concentrated in vacuo leaving a yellow liquid. The crude product was purified using silica gel chromatography (75% hexane/25% ethyl acetate) to give the title compound as a yellow foam (0.8 g, 50%); |
Here is a chemical reaction formula: Reactants are:m2:Cl.NO;m4:C(C)(=O)OCC;m3:Cl;m1_m5_m6:C(C1=CC=CC=C1)(=O)C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)C1=CC=CC=C1, Reagents are:m1_m5_m6:C(C)O;m1_m5_m6:N1=CC=CC=C1, and Products are 0:ON=C(C1=C(C=CC=C1)SSC1=C(C=CC=C1)C(=O)C1=CC=CC=C1)C1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The [2-(2-benzoyl-phenyldisulfanyl)-phenyl]phenyl-methanone (0.55 g, 1.2 mmol) was diluted with ethanol (5 mL) and anhydrous pyridine (5 mL). Hydroxylamine hydrochloride (1 g, 14 mmol) was added and the solution was refluxed for 90 minutes. The solution was cooled and poured into cold aqueous HCl (1N). Ethyl acetate was added, the layers were separated, and the organic portion was washed with brine, dried (MgSO4), and filtered. The filtrate was concentrated to dryness and the residue was triturated with 75% hexane/25% ethyl acetate to give the title compound (0.19 g, 32%) as a white solid, mp 191°-193° C.; |
Here is a chemical reaction formula: Reactants are:m3:S(O)(O)(=O)=O;m1_m2:[O-]P(=O)([O-])[O-].[O-]P(=O)([O-])[O-].[O-]P(=O)([O-])[O-].[F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2];m1_m2:P(O)(O)(O)=O;m4:N, Reagents are:, and Products are 0:O=P12OP3(=O)OP(=O)(O1)OP(=O)(O2)O3, please give me the reaction condition of this formula. | The condition of this chemical reaction is: In 1970, Richmond et al ('641 supra) reacted phosphate rock with phosphoric acid and then with sulfuric acid. The resulting acidulate was subsequently neutralized with anhydrous ammonia to produce a 7-21-0 (N--P2O5 --K2O) grade slurrey fertilizer. In later investigations Pottgiesser et al ('162 supra) produced a 13.5-6-0 (N--P2O5K2O) grade slurry by reacting nitric acid with phosphate rock and subsequently feeding the resulting slurry into a body of preneutralized solution maintained at pH 7-10 by addition thereto of aqua ammonia. |
Here is a chemical reaction formula: Reactants are:m2:C(C)(=O)OO;m1:CN(S(=O)(=O)C1=NC=CC=C1)C1=NC=C(C=C1Cl)Cl, Reagents are:, and Products are 0:CN(S(=O)(=O)C=1[N+](=CC=CC1)[O-])C1=NC=C(C=C1Cl)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Following the procedures of Example 1, N-methyl-N-(3,5-dichloro-2-pyridyl)-2-pyridinesulfonamide is oxidized with 40% peracetic acid to give the title compound, MS m/e 334.00 (M+). |
Here is a chemical reaction formula: Reactants are:m1_m2:ClC1=NC=CC=C1NS(=O)(=O)C=1[N+](=CC=CC1)[O-];m1_m2:CI, Reagents are:, and Products are 0:CN(S(=O)(=O)C=1[N+](=CC=CC1)[O-])C=1C(=NC=CC1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The title compound of Example 5 above is reacted with methyl iodide (0.6 g, 0.26 ml, 4.2 mmol) to give N-methyl-N-(2-chloro-3-pyridyl)-2-pyridinesulfonamide 1-oxide, MS m/e 300.00 (M+ +1). |
Here is a chemical reaction formula: Reactants are:m5:C1CO1;m4:C=C;m7:C1CO1;m9:C1CO1;m3:C1CO1;m1_m2_m11:C1CO1;m1_m2_m11:C(CCCCC(C)(C)C)(=O)O;m6:C1CO1;m8:C1CO1;m10:C1CO1, Reagents are:, and Products are 0:C(CCCCC(C)(C)C)(=O)OCCO, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a one liter stainless steel autoclave, equipped with a mechanical stirrer, heater, cooling coils, automatic temperature controller, and a tared ethylene oxide cylinder, in a series of runs is added 500 grams neononanoic acid and 2.0 g of the selected catalyst. The reactor is heated to approximately 100° C. and a gaseous N2 purge of the reactor is introduced to remove both oxygen and water. With continued N2 purging its temperature of the neo acid/catalyst solution is gradually raised to 150° C. Upon reaching temperature, the N2 purge is stopped and the reactor vents are sealed. Ethylene oxide is then slowly added to the reactor until a pressure of 60 psig is obtained. The ethylene oxide flow is then stopped. As the reaction between the neo acid and the ethylene proceeds, the pressure of the reactor vessel will slowly decrease. When the pressure reaches 20 psig, ethylene oxide is again slowly charged to the reactor until a pressure of 60 psig is obtained. The ethylene oxide flow is then decreased to the point where a steady reactor pressure of 60 psig is obtained. The addition of ethylene oxide continues until the desired quantity of ethylene oxide has been added to the reaction. The flow of ethylene oxide is then stopped. The reaction mixture is stirred for an additional 20 minutes, until the reactor pressure decreases to 15 psig. Total reaction time, from the start of ethylene oxide addition is about 55 minutes. The reactor is then vented, a gaseous nitrogen purge is introduced, and the reaction product is cooled to room temperature. The crude ethylene glycol mononeononanoate product mixture thereby obtained was characterized by gas chromatography and found to have the following characteristics: |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1CO1;m1_m2_m3:C(CCCCCC(C)(C)C)(=O)O, Reagents are:, and Products are 0:C(CCCCCC(C)(C)C)(=O)OCCO, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a one liter stainless steel autoclave, equipped with a mechanical stirrer, heater, cooling coils, automatic temperature controller, and a tared ethylene oxide cylinder, in a series of runs is added 500 grams neodecanoic acid and 2.0 g of the selected catalyst. The reactor is heated to approximately 100° C. and a gaseous N2 purge of the reactor is introduced to remove both oxygen and water. With continued N2 purging its temperature of the neo acid/catalyst solution is gradually raised to 150° C. Upon reaching temperature, the N2 purge is stopped and the reactor vents are sealed. Ethylene oxide is then slowly added to the reactor to maintain a reactor pressure of about 30 psig. The flow of ethylene oxide is then stopped. The reaction mixture is stirred for an additional 20 minutes, until the reactor pressure decreases to 15 psig. Total reaction time, from the start of ethylene oxide addition is about 55 minutes. The reactor is then vented, a gaseous nitrogen purge is introduced, and the reaction product is cooled to room temperature. The crude ethylene glycol mononeodecanoate product mixture thereby obtained was analyzed by gas chromatography. The data obtained are set forth in Table II below. |
Here is a chemical reaction formula: Reactants are:m1_m2:[OH-].[Na+];m1_m2:C(C)(=O)SCC(C(=O)NCCCCC(=O)OC)CC1=CC=CC=C1, Reagents are:m3:CO;m4:C(C)(=O)OCC, and Products are 0:SCC(C(=O)NCCCCC(=O)O)CC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1N Sodium hydroxide (12.9 ml., 3.8 equiv.) is added dropwise over 10 minutes to a chilled solution (ice bath) of the product from part (b) (1.20 g., 3.41 mmole) dissolved in methanol (13 ml.) under a nitrogen atmosphere. The mixture is stirred at 0° for 10 minutes and then allowed to warm to room temperature and stirred for 3 hours. The mixture is concentrated to half volume in vacuo. The residue is diluted with water (40 ml.) washed with chloroform (2×20 ml.), and acidified to a pH of about 1.5 with concentrated hydrochloric acid. The resulting white suspension is extracted with ethyl acetate (3×15 ml.). These organic extracts are combined, washed with water and brine (20 ml. each), dried (Na2SO4) and concentrated to yield a white waxy solid (0.82 g.). This solid is dissolved in ethyl acetate, filtered, concentrated and the residue triturated with ether to give (±)-5-[[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]amino] pentanoic acid as white solids; m.p. 78°-79°. TLC (silica gel, 4:1 benzene/acetic acid) Rf =0.30 (slight tailing). |
Here is a chemical reaction formula: Reactants are:m4:Cl;m2:[OH-].[Na+];m1_m5:C(C)(=O)SCC(C(=O)NCCCCCCC(=O)OC)CC1=CC=CC=C1;m3:O, Reagents are:m6:CO;m7:[Zn];m1_m5:CO;m8:CO, and Products are 0:SCC(C(=O)NCCCCCCC(=O)OC)CC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: (±)-7-[[2-[(Acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]heptanoic acid, methyl ester (1.43 g., 3.77 mmole) is dissolved in methanol (30 ml.) by warming, and then chilled in an ice bath under nitrogen. 1N Sodium hydroxide (3.77 ml., 1.0 eq.) is added dropwise over 10 minutes to this solution. The mixture is stirred at 0° for ten minutes and then allowed to warm to room temperature and stirred for one hour. The mixture is concentrated in vacuo to remove all the methanol. The residue is diluted with water (20 ml.) and extracted with ethyl acetate (3×15 ml.). These organic layers are combined, washed with water and brine (15 ml. each), dried (Na2SO4) and concentrated to yield 1.26 g. of a white solid. This solid is dissolved in 25 ml. of a 1:1 mixture of methanol: water and adjusted to pH of about 1.0 with concentrated hydrochloric acid. Zinc dust (80 mg.) is added to this solution and the mixture is stirred at room temperature for 30 minutes. The remaining zinc is filtered off and the filtrate is concentrated in vacuo to remove all the methanol. The residue is diluted with water (20 ml.) and then extracted with ethyl acetate (3×25 ml.). These organic layers are combined, washed with 5% sodium bicarbonate, water and brine (2×20 ml. each), dried (Na2SO4), and concentrated to yield 1.23 g. of a white solid. This material is purified by flash chromatography on 50 g. of Merck silica gel (230-400 mesh) eluting with ethyl acetate to yield 980 mg. of a white solid. This solid is taken up in methanol, filtered through a cellulose microfilter, and concentrated in vacuo to yield (±)-7-[[2-(mercaptomethyl)-1-oxo-3-phenylpropyl]amino]heptanoic acid, methyl ester, m.p. 68°-70°. TLC (silica gel, benzene/acetic acid 4:1) Rf =0.44. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4_m5:Cl.Cl.NC1CN2CCC1CC2;m1_m2_m3_m4_m5:COC1=C(C(=O)Cl)C=CC(=C1)OC;m1_m2_m3_m4_m5:C([O-])([O-])=O.[Na+].[Na+];m1_m2_m3_m4_m5:O, Reagents are:m1_m2_m3_m4_m5:C(Cl)(Cl)Cl, and Products are 0:Cl.N12CC(C(CC1)CC2)NC(C2=C(C=C(C=C2)OC)OC)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 3-aminoquinuclidine dihydrochloride, 6.95 g, (0.349), 2,4-dimethoxybenzoyl chloride, 700 g, (0.0349 mole), anhydrous sodium carbonate, 36.99 g, (0.349 mole), 175 ml water, and 175 ml chloroform was stirred rapidly to achieve good mixing of the 2 layers for 20 hrs. The chloroform layer was then separated, washed with water, dried over anhydrous magnesium sulfate, and concentrated to an impure oil. The oil was triturated twice with 20 ml portions of petroleum ether to remove some impurities. The oil was then dissolved in diethyl ether and filtered to remove a small amount of insoluble material. The filtrate was treated with ethereal hydrogen chloride and the resulting salt collected to yield 2.70 g (23.7% yield) white solid. The salt was recrystallized from ethanol-isopropyl ether. Further recrystallization from methanol-ethyl ether yielded a white solid, m.p. 211°-212° C. The NMR analysis was satisfactory. |
Here is a chemical reaction formula: Reactants are:m2:C(\C=C\C(=O)[O-])(=O)[O-];m1:N12CC(C(CC1)CC2)NC(C2=C(C=C(C(=C2)Cl)NC)OC)=O, Reagents are:, and Products are 0:Cl.N12CC(C(CC1)CC2)[NH+](C(C2=C(C=C(C(=C2)Cl)NC)OC)=O)[O-], please give me the reaction condition of this formula. | The condition of this chemical reaction is: N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxy-4-methylaminobenzamide, fumarate [1:1] is converted to the free base by partitioning with aqueous sodium hydroxide and methylene chloride. Using the procedure of Example 1, the free base is reacted with peracetic acid to obtain the N-oxide and finally with hydrogen chloride in isopropanol to give the hydrochloride. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:COC=1C=CC2=C(C(C=CO2)=O)C1;m1_m2_m3_m4:C(C)N(CC)CC, Reagents are:m1_m2_m3_m4:[Pd];m1_m2_m3_m4:C(C)O, and Products are 0:COC=1C=CC2=C(C(CCO2)O)C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 6-methoxy-4-benzopyranone (31.6 g), triethylamine (4.9 ml) and 10% palladium on carbon (3.16 g) in absolute ethanol (1.7 l) is stirred under an atmosphere of hydrogen for 19 hours. The reaction mixture is filtered and evaporated in vacuo yielding the desired hydrogenated product as a pale yellow liquid. |
Here is a chemical reaction formula: Reactants are:m1_m4:[OH-].[K+];m2:OC=1C=CC2=C(C(CCO2)N2CCCCC2)C1;m3:BrCCCBr, Reagents are:m6:CCOCC;m1_m4:[Cl-].C(CCC)[N+](CCCC)(CCCC)CCCC;m5:C(C)OCC, and Products are 0:BrCCCOC=1C=CC2=C(C(CCO2)N2CCCCC2)C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Crushed potassium hydroxide (1.15 g) and tetrabutyl ammonium chloride (0.61 g) are added to a solution of the product obtained in Step 3. (4.8 g) in 1,3-dibromopropane (21 ml). The reaction mixture is stirred under nitrogen at RT for 48 hours, diluted with diethyl ether, washed with water and extracted into 5% aq. HCl. The aqueous solution is washed with ether and made alkaline yielding a yellow oil which is taken up in ether, washed, dried, filtered and evaporated to give the desired product as an oil. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:COC1=CC=CC=2C(C=COC21)=O;m1_m2_m3_m4:C(C)N(CC)CC, Reagents are:m1_m2_m3_m4:[Pd];m1_m2_m3_m4:C(C)O, and Products are 0:OC1CCOC2=C1C=CC=C2OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A solution of 8-methoxy-4-benzopyranone (31.6 g), triethylamine (4.9 ml) and 10% palladium on carbon (3.1 g) in absolute ethanol (1.7 l) is stirred under an atmosphere of hydrogen (P=52 lbs.) overnight. The resulting solid is filtered, washed with diethyl ether and evaporated in vacuo yielding the desired product as a solid. |
Here is a chemical reaction formula: Reactants are:m1_m5_m2:[OH-].[K+];m1_m5_m2:O;m3:OC1=CC=CC=2C(CCOC21)N2CCCCC2;m4:BrCCCBr, Reagents are:m1_m5_m2:[Cl-].C(CCC)[N+](CCCC)(CCCC)CCCC;m6:C(C)OCC, and Products are 0:BrCCCOC1=CC=CC=2C(CCOC21)N2CCCCC2, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Crushed potassium hydroxide (4.1 g) and tetrabutyl ammonium chloride (2.2 g) and H2O (5 ml) are added to a stirred mixture of the product obtained in Step 3. (17.2 g) and 1,3-dibromopropane (74.8 ml). The reaction mixture is stirred under nitrogen overnight, diluted with diethyl ether, and extracted with 5% aq. HCl. The acidic solution is washed with ether, sat'd NaCl, dried, filtered and evaporated in vacuo yielding the desired product as an oil. |
Here is a chemical reaction formula: Reactants are:m4:BrCCCBr;m1_m5_m2_m3:[OH-].[K+];m1_m5_m2_m3:O;m1_m5_m2_m3:OC1=CC=CC=2C(C(OC21)(C)C)N2CCCCC2, Reagents are:m7:CCOCC;m6:C(C)OCC;m1_m5_m2_m3:[Cl-].C(CCC)[N+](CCCC)(CCCC)CCCC, and Products are 0:BrCCCOC1=CC=CC=2C(C(OC21)(C)C)N2CCCCC2, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Potassium hydroxide (1.47 g), tetrabutyl ammonium chloride (0.77 g) and H2O (1 ml) are added to a solution of the product obtained in Step 6. (6.6 g) in 1,3-dibromopropane (27 ml). The reaction mixture is stirred for 20 hours and diluted with diethyl ether and washed with 5% aq. HCl. The acidic solution is washed with ether and basified, affording an oil which is taken up in ether, washed with sat'd NaCl, dried, filtered and evaporated in vacuo affording the desired product as an oil. |
Here is a chemical reaction formula: Reactants are:m2_m3:OC1=CC=CC=2C(C(OC21)(C)C)N2CCCCC2;m2_m3:BrCCCCBr;m1_m4:[OH-].[K+], Reagents are:m6:CCOCC;m1_m4:[Cl-].C(CCC)[N+](CCCC)(CCCC)CCCC;m5:CCOCC, and Products are 0:BrCCCCOC1=CC=CC=2C(C(OC21)(C)C)N2CCCCC2, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Crushed potassium hydroxide (19.6 g) and tetrabutyl ammonium chloride (1.7 g) are added to a solution of 7-hydroxy-3-piperidino-2,2-dimethylbenzofuran (14.4 g) in 1,4-dibromobutane (69.4 ml) and the mixture stirred at RT under nitrogen for 5 hours. The reaction mixture is diluted with ether, washed with water, extracted with 5% aq. HCl and the acidic phase washed with ether. The acidic phase is made basic thereby forming an oil which is taken up in ether, washed with sat'd aq. NaCl, dried, filtered and evaporated in vacuo affording the desired product as a liquid. |
Here is a chemical reaction formula: Reactants are:m2:C(=O)=O.CC(=O)C;m1_m5:C(C1=CC=CC=C1)OC([C@H](NC(=O)OCC1=CC=C(C=C1)OC)CO)=O;m3:B(F)(F)F.CCOCC;m4:[N+](=[N-])=C, Reagents are:m1_m5:ClCCl, and Products are 0:C(C1=CC=CC=C1)OC([C@H](NC(=O)OCC1=CC=C(C=C1)OC)COC)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The N-p-methoxybenzyloxycarbonyl-D-serine benzyl ester (720 mg, 2.00 mmol) is dissolved in dry dichloromethane (20 ml) and the solution cooled to dry ice/acetone. Boron trifluoride etherate (100 μl) is added followed by the portionwise addition of diazomethane (30 mmol in 20 ml CH2Cl2). After about 30 minutes the solution is filtered and washed once with water (10 ml), then dried (MgSO4) and evaporated to dryness. The resulting residue is chromatographed on silica gel using chloroform as eluant to give the pure title compound as an oil (520 mg, 70%) which crystallises on standing to give a colourless solid of m.p. 68°-69° C.; [α]D20 -1.3° (c 4.0, CHCl3). |
Here is a chemical reaction formula: Reactants are:m1_m5:O(C1=CC=CC=C1)C1=CC=C(C=C1)O;m4:C(C)(=O)OCC;m2_m3:C([O-])([O-])=O.[K+].[K+];m2_m3:BrCC=1SC(=NN1)OCC, Reagents are:m1_m5:CC(=O)C, and Products are 0:C(C)OC=1S(C(=NN1)OC1=CC=C(C=C1)OC1=CC=CC=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 0.76 g of 4-phenoxy phenol was dissolved in 10 ml of acetone followed by adding 0.6 g of anhydrous potassium carbonate and 1.0 g of 2-bromomethyl-5-ethoxy-1,3,4-thiadiazole. The resulting mixture was refluxed with stirring and heated for 2 hours. After cooling, 100 ml of ethyl acetate was added followed by washing with water for two times, and the resulting ethyl acetate layer was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled over under reduced pressure, and the residue was purified by chromatography on silica gel to obtain 1.0 g of the compound No. 1 described in Table 1. |
Here is a chemical reaction formula: Reactants are:m1_m4:CC1=CC=C(OC2=CC=C(C=C2)O)C=C1;m2_m3:C([O-])([O-])=O.[K+].[K+];m2_m3:BrC(C)C=1SC(=NN1)OCC, Reagents are:m1_m4:CC(=O)C, and Products are 0:C(C)OC=1SC(=NN1)C(C)OC1=CC=C(C=C1)OC1=CC=C(C=C1)C, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 0.84 g of 4-(4-methylphenoxy)phenol was dissolved in 5 ml of acetone followed by adding 0.87 g of anhydrous potassium carbonate and 1.0 g of 2-(1-bromoethyl)-5-ethoxy-1,3,4-thiadiazole. The resulting mixture was refluxed with stirring and heating for 2 hours. After cooling, insoluble salts were filtered off, and acetone was distilled off under reduced pressure. The residue was purified by chromatography on silica gel to obtain 1.1 g of the compound No. 10 described in Table 1. |
Here is a chemical reaction formula: Reactants are:m3:C(C(C)C)OC(=O)Cl;m5:Cl.NCCCCC(=O)OC;m1_m2_m6:C(C)(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O;m1_m2_m6:CN1CCOCC1;m4:CN1CCOCC1, Reagents are:m1_m2_m6:CN(C=O)C, and Products are 0:C(C)(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NCCCCC(=O)OC, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a cold (ca -30° ), stirred solution of 26.5 g (0.1 mole) of t-butoxycarbonylphenylalanine (BOC-Phe) and 11.2 g (0.1 mole) of N-methylmorpholine in 150 ml of dimethylformamide (DMF) was added dropwise 13.2 ml (0.1 mole) of isobutylchloroformate. After warming and then holding the temperature at ca. -15° for about ten minutes, the solution was recooled to ca. -39°. To the cold mixture was added additional N-methylmorpholine (12.3 ml, ca. 0.11 mole), followed by 18.5 g (0.11 mole) of methyl 5-aminopentanoate hydrochloride. The mixture was allowed to warm to room temperature and to stand overnight. Solvent and other volatiles were removed by concentration in vacuo. The residue was triturated with ethyl acetate, which was then washed successively with water, 0.5M potassium bisulfate, water, and again with 0.5M potassium bisulfate, and then dried over magnesium sulfate, filtered, and concentrated to a white solid. After collection, the white solid was washed thoroughly with Skellysolve B to give 36.4 g of the title compound, m.p. 98°-100°. Recrystallization from ethyl acetate/Skellysolve B afforded analytically pure crystals. |
Here is a chemical reaction formula: Reactants are:m1_m3_m2:C(C)(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NCCCCCC(=O)OC;m1_m3_m2:Cl.O1CCOCC1, Reagents are:m1_m3_m2:O1CCOCC1, and Products are 0:Cl.COC(CCCCCNC([C@@H](N)CC1=CC=CC=C1)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: To a solution of the title compound of Example 2 (43.1 g, 0.11 mole) in 100 ml of dioxane was added 100 ml of 6M hydrogen chloride/dioxane. After about 30 min. the solution was concentrated in vacuo to dryness and the residue triturated thoroughly with diethyl ether. The solid was collected and washed well with diethyl ether, giving 34.7 g of the title compound, which was used in subsequent reactions without further purification. |
Here is a chemical reaction formula: Reactants are:m1_m2:C(C)(C)(C)OC(=O)N[C@H](CCSC)C(=O)O;m1_m2:Cl.COC(CN)=O, Reagents are:, and Products are 0:COC(CNC([C@H](NC(=O)OC(C)(C)C)CCSC)=O)=O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The title compound was prepared by the general method of Example 1 using 24.9 g (0.1 mole) of t-butoxycarbonyl-D-methionine (BOC-D-Met) and 13.8 g (0.11 mole) of glycine methyl ester hydrochloride. The crude product was recrystallized from ethyl acetate/Skellysolve B to give the title compound, which was used in subsequent reactions without further purification. |
Here is a chemical reaction formula: Reactants are:m1_m3:COC(CNC([C@H](NC(=O)OC(C)(C)C)CCSC)=O)=O;m2:[OH-].[K+], Reagents are:m1_m3:CO, and Products are 0:C(C)(C)(C)OC(=O)N[C@H](CCSC)C(=O)NCC(=O)O, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The title compound of Example 8 (32.0 g, 0.1 mole) was dissolved in 200 ml of methanol to which was added 200 ml of 2M potassium hydroxide. After ca. 5 min. at room temperature the solution was concentrated to about half volume and diluted with ethyl acetate. The solution was neutralized by washing with two portions of 0.5M potassium bisulfate, and then dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude product was recrystallized to give the title compound, which was used in subsequent reactions without further purification. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:BrCCCCl;m1_m2_m3_m4:C(C1=CC=CC=C1)N1CCNCC1;m1_m2_m3_m4:CS(=O)C;m1_m2_m3_m4:[OH-].[K+], Reagents are:m5:O, and Products are 0:Cl.Cl.C(C1=CC=CC=C1)N1CCN(CC1)CCCCl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 31.5 g of 1-bromo-3-chloropropane were added to a mixture of 35 g of 1-benzylpiperazine, 150 ml of dimethyl sulfoxide and 25 g of potassium hydroxide. The resulting mixture was stirred at room temperature for 3 hours. Water was added to the resulting solution, the reaction product was extracted with ether, dried (magnesium sulfate), and the salt was precipitated with ethereal hydrochloric acid to give 35.6 g (55% of theory) of 1-benzyl-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3_m4:C1(=CC=CC=C1)N=C=O;m1_m2_m3_m4:Cl.Cl.C(C1=CC=CC=C1)N1CCN(CC1)CCCS;m1_m2_m3_m4:C(C)N(CC)CC, Reagents are:m1_m2_m3_m4:C(Cl)Cl, and Products are 0:O.Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=CC=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: 1.6 g of phenyl isocyanate were added to a solution of 4.0 g of 3-(4-benzylpiperazin-1-yl)propanethiol dihydrochloride and 2.6 g of triethylamine in 50 ml of methylene chloride. The mixture was refluxed for four hours, washed with water and dried (sodium sulfate). Precipitation of the salt with ethereal hydrochloric acid gave 1.2 g (20% of theory) of N-phenyl-S-[3-(4-benzylpiperazin-1-yl)propyl]thiocarbamate dihydrochloride monohydrate as a white crystalline solid, M.p. 216°-219° C. |
Here is a chemical reaction formula: Reactants are:m2:[OH-].[K+];m3:BrCCCCl;m1:ClC1=CC=C(CN2CCNCC2)C=C1, Reagents are:m4:CS(=O)C, and Products are 0:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCCl)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Utilizing the procedure described in Example 1(a), 20.0 g of 1-(4-chlorobenzyl)piperazine, 100 ml of dimethyl sulfoxide, 15.0 g of potassium hydroxide and 15.0 of 1-bromo-3-chloropropane yielded 25.1 g (74% of theory) of 1-(4-chlorobenzyl)-4-(3-chloropropyl)piperazine dihydrochloride as a white crystalline solid. |
Here is a chemical reaction formula: Reactants are:m4:[OH-].[Na+];m2_m3_m5_m7:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCCl)C=C1;m2_m3_m5_m7:C(C)N(CC)CC;m1:NC(=S)N, Reagents are:m2_m3_m5_m7:C(C)O;m6:O, and Products are 0:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, please give me the reaction condition of this formula. | The condition of this chemical reaction is: Utilizing the procedure described in Example 1(b), 6.0 g of thiourea, was reacted with 25.2 g of 1-(4-chlorobenzyl-4-(3-chloropropyl)piperazine dihydrochloride and 8.7 g of triethylamine in 200 ml of reagent ethanol. The hydrolysis was effected with 5.0 g of sodium hydroxide in 50 ml of water. Work-up as described above gave 16.6 g (75% of theory) of 3-[4-(4-chlorobenzyl)piperazine-1-yl]propanethiol dihydrochloride as an off-white crystalline solid, M.p. 257°-260° C. |
Here is a chemical reaction formula: Reactants are:m1:CN=C=O;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.CNC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.4 g of methyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.75 g (32% of theory) of N-methyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 240°-243° C. |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m1:C(C)(C)N=C=O;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(C)(C)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.5 g of isopropyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.7 g (28% of theory) of N-isopropyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 247°-250° C. |
Here is a chemical reaction formula: Reactants are:m1_m2_m3:C1(CCCCC1)N=C=O;m1_m2_m3:ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m1_m2_m3:C(Cl)Cl, and Products are 0:Cl.Cl.C1(CCCCC1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: A mixture of 1.0 g of cyclohexyl isocyanate, 2.1 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol and 10 ml of methylene chloride was stirred at room temperature overnight and then concentrated in vacuo. The residue crystallized upon standing. The product was recrystallized from aqueous ethanol, dissolved in ether, and the ethanol solution was dried (magnesium sulfate). The salt was then precipitated with ethereal hydrochloric acid and recrystallized twice from aqueous ethanol to give 1.2 g (30% of theory) of N-cyclohexyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. >165° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC;m1:C1(=CC=CC=C1)N=C=O, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C1(=CC=CC=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 4.3 g of phenyl isocyanate, 12.7 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 7.3 g of triethylamine and 100 ml of methylene chloride, to give 9.1 g (53% of theory) of N-phenyl-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. >230° C. (dec.). |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC;m1:C(CCC)C1=CC=C(C=C1)N=C=O, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.C(CCC)C1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.0 g of 4-n-butylphenyl isocyanate, 2.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.7 g of triethylamine and 50 ml of methylene chloride, to give 0.85 g (28% of theory) of N-(4-n-butylphenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 243°-246° C. |
Here is a chemical reaction formula: Reactants are:m3:C(C)N(CC)CC;m1:FC1=CC=C(C=C1)N=C=O;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.FC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 0.8 g of 4-fluorophenyl isocyanate, 2.2 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.6 g of triethylamine and 25 ml of methylene chloride, to give 1.41 g (47% of theory) of N-(4-fluorophenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 250°-252° C. |
Here is a chemical reaction formula: Reactants are:m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:CCl;m1:ClC1=CC=C(C=C1)N=C=O, Reagents are:m4:C(C)N(CC)CC, and Products are 0:O.Cl.Cl.ClC1=CC=C(C=C1)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.5 g of 4-chlorophenyl isocyanate, 3.5 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 1.2 g of triethylamine and 50 ml of methyl chloride, to give 1.1 g (21% of theory) of N-(4-chlorophenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride monohydrate as an off-white crystalline solid, M.p. 243°-245° C. |
Here is a chemical reaction formula: Reactants are:m1:ClC=1C=C(C=CC1Cl)N=C=O;m2:Cl.Cl.ClC1=CC=C(CN2CCN(CC2)CCCS)C=C1;m3:C(C)N(CC)CC, Reagents are:m4:C(Cl)Cl, and Products are 0:Cl.Cl.ClC=1C=C(C=CC1Cl)NC(O)=SCCCN1CCN(CC1)CC1=CC=C(C=C1)Cl, please give me the reaction condition of this formula. | The condition of this chemical reaction is: The procedure described in Example 2 was followed, using 1.6 g of 3,4-dichlorophenyl isocyanate, 3.0 g of 3-[4-(4-chlorobenzyl)piperazin-1-yl]propanethiol dihydrochloride, 0.9 g of triethylamine and 50 ml of methylene chloride, to give 1.2 g (26% of theory) of N-(3,4-dichlorophenyl)-S-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}thiocarbamate dihydrochloride as a white crystalline solid, M.p. 227°-230° C. |