反应详情

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.)

1. additionwas added to the solution
2. customThey were reacted at 60°-70° C. for 2 hours
3. customThe mixture was subjected to reaction at room temperature for 4 hours
4. customAfter completion of the reaction
5. customthe solvent was removed by distillation under reduced pressure
6. customthe oily substance thus obtained
7. temperaturethey were refluxed for 5 hours
8. customAfter completion of the reaction
9. customthe solvent was removed by distillation under reduced pressure
10. customthe residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (25:1 by volume) mixture)
11. additionThe fraction containing the objective substance
12. concentrationwas concentrated
13. customthe oily substance thus obtained
14. customThey were reacted at 90°-100° C. for 30 minutes
15. customAfter completion of the reaction
16. customthe solvent was removed by distillation under reduced pressure
17. customthe residue was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (100:3 by volume) mixture)
18. additionThe fraction containing the objective substance
19. concentrationwas concentrated
20. customto the crystals thus formed
21. temperaturethe resulting mixture was refluxed for 2 hours
22. customWater was removed by distillation under reduced pressure