甲基 3-氧代-5-苯基戊-4-烯酸乙酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 5 ml of benzene was dissolved 0.3 g of methyl 5-phenyl-3-oxo-4-pentenoate, and 0.2 g of N,N-dimethylformamidodimethylacetal was added to the solution. They were reacted at 60°-70° C. for 2 hours. The reaction mixture was cooled to room temperature, and 0.3 g of 4-(4-acetylpiperazino)-aniline was added thereto. The mixture was subjected to reaction at room temperature for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 5 ml of N,N-dimethylformamide, and they were refluxed for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture). The fraction containing the objective substance was concentrated, and the oily substance thus obtained was dissolved in 4 ml of dioxane, and 0.12 g of 2,3,5,6-tetrachloro-p-benzoquinone was added thereto. They were reacted at 90°-100° C. for 30 minutes. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture). The fraction containing the objective substance was concentrated, and to the crystals thus formed were added 3 ml of 6N hydrochloric acid, and the resulting mixture was refluxed for 2 hours. Water was removed by distillation under reduced pressure, to obtain 0.12 g of 6-phenyl-1-(4 -piperazinophenyl)-4-oxo-1,4-dihydronicotinic acid dihydrochloride having a melting point of 211°-213° C. (decomp.) was added to the solution They were reacted at 60°-70° C. for 2 hours The mixture was subjected to reaction at room temperature for 4 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the oily substance thus obtained they were refluxed for 5 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture) The fraction containing the objective substance was concentrated the oily substance thus obtained They were reacted at 90°-100° C. for 30 minutes After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture) The fraction containing the objective substance was concentrated to the crystals thus formed the resulting mixture was refluxed for 2 hours Water was removed by distillation under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 5 ml of benzene was dissolved 0.3 g of methyl 5-phenyl-3-oxo-4-pentenoate, and 0.2 g of N,N-dimethylformamidodimethylacetal was added to the solution. They were reacted at 60°-70° C. for 2 hours. The reaction mixture was cooled to room temperature, and 0.3 g of 4-(4-acetylpiperazino)-aniline was added thereto. The mixture was subjected to reaction at room temperature for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 5 ml of N,N-dimethylformamide, and they were refluxed for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture). The fraction containing the objective substance was concentrated, and the oily substance thus obtained was dissolved in 4 ml of dioxane, and 0.12 g of 2,3,5,6-tetrachloro-p-benzoquinone was added thereto. They were reacted at 90°-100° C. for 30 minutes. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture). The fraction containing the objective substance was concentrated, and to the crystals thus formed were added 3 ml of 6N hydrochloric acid, and the resulting mixture was refluxed for 2 hours. Water was removed by distillation under reduced pressure, to obtain 0.12 g of 6-phenyl-1-(4 -piperazinophenyl)-4-oxo-1,4-dihydronicotinic acid dihydrochloride having a melting point of 211°-213° C. (decomp.) was added to the solution They were reacted at 60°-70° C. for 2 hours The mixture was subjected to reaction at room temperature for 4 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the oily substance thus obtained they were refluxed for 5 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture) The fraction containing the objective substance was concentrated the oily substance thus obtained They were reacted at 90°-100° C. for 30 minutes After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture) The fraction containing the objective substance was concentrated to the crystals thus formed the resulting mixture was refluxed for 2 hours Water was removed by distillation under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 5 ml of benzene was dissolved 0.3 g of methyl 5-phenyl-3-oxo-4-pentenoate, and 0.2 g of N,N-dimethylformamidodimethylacetal was added to the solution. They were reacted at 60°-70° C. for 2 hours. The reaction mixture was cooled to room temperature, and 0.3 g of 4-(4-acetylpiperazino)-aniline was added thereto. The mixture was subjected to reaction at room temperature for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 5 ml of N,N-dimethylformamide, and they were refluxed for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture). The fraction containing the objective substance was concentrated, and the oily substance thus obtained was dissolved in 4 ml of dioxane, and 0.12 g of 2,3,5,6-tetrachloro-p-benzoquinone was added thereto. They were reacted at 90°-100° C. for 30 minutes. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture). The fraction containing the objective substance was concentrated, and to the crystals thus formed were added 3 ml of 6N hydrochloric acid, and the resulting mixture was refluxed for 2 hours. Water was removed by distillation under reduced pressure, to obtain 0.12 g of 6-phenyl-1-(4 -piperazinophenyl)-4-oxo-1,4-dihydronicotinic acid dihydrochloride having a melting point of 211°-213° C. (decomp.) was added to the solution They were reacted at 60°-70° C. for 2 hours The mixture was subjected to reaction at room temperature for 4 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the oily substance thus obtained they were refluxed for 5 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture) The fraction containing the objective substance was concentrated the oily substance thus obtained They were reacted at 90°-100° C. for 30 minutes After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture) The fraction containing the objective substance was concentrated to the crystals thus formed the resulting mixture was refluxed for 2 hours Water was removed by distillation under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In 5 ml of benzene was dissolved 0.3 g of methyl 5-phenyl-3-oxo-4-pentenoate, and 0.2 g of N,N-dimethylformamidodimethylacetal was added to the solution. They were reacted at 60°-70° C. for 2 hours. The reaction mixture was cooled to room temperature, and 0.3 g of 4-(4-acetylpiperazino)-aniline was added thereto. The mixture was subjected to reaction at room temperature for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was dissolved in 5 ml of N,N-dimethylformamide, and they were refluxed for 5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture). The fraction containing the objective substance was concentrated, and the oily substance thus obtained was dissolved in 4 ml of dioxane, and 0.12 g of 2,3,5,6-tetrachloro-p-benzoquinone was added thereto. They were reacted at 90°-100° C. for 30 minutes. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture). The fraction containing the objective substance was concentrated, and to the crystals thus formed were added 3 ml of 6N hydrochloric acid, and the resulting mixture was refluxed for 2 hours. Water was removed by distillation under reduced pressure, to obtain 0.12 g of 6-phenyl-1-(4 -piperazinophenyl)-4-oxo-1,4-dihydronicotinic acid dihydrochloride having a melting point of 211°-213° C. (decomp.) was added to the solution They were reacted at 60°-70° C. for 2 hours The mixture was subjected to reaction at room temperature for 4 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the oily substance thus obtained they were refluxed for 5 hours After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture) The fraction containing the objective substance was concentrated the oily substance thus obtained They were reacted at 90°-100° C. for 30 minutes After completion of the reaction the solvent was removed by distillation under reduced pressure the residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture) The fraction containing the objective substance was concentrated to the crystals thus formed the resulting mixture was refluxed for 2 hours Water was removed by distillation under reduced pressure