反应详情

To the mixed solvent of 16 ml of ethanol and 16 ml of dioxane were added 1.8 g of 9-carboxy-2-methoxy-10,11-dihydro-11-oxodibenzo[b,f]thiepin and 2.0 g of hydrazine hydrate and the resulting mixture was heated under reflux for 8 hours. After the completion of reaction, the solvent was distilled off and 1.8 g of sodium hydroxide and 30 ml of diethylene glycol was added to the residue. The thus obtained mixture was heated under reflux at 190°-200° C. for 5 hours. After cooling, water was added to the mixture which was extracted benzene. The aqueous layer was acidified with hydrochloric acid and extracted with benzene. The extract was washed with water, dried and the solvent was distilled off. The thus obtained residue was chromatographed over silica gel, eluted with chloroform-diethylether (10:1), there was obtained 0.5 g of 9-carboxy-2-methoxy-10,11-dihydrodibenzo[b,f]thiepin as colorless needles having a melting point of 185°-187° C.

1. temperaturethe resulting mixture was heated
2. temperatureunder reflux for 8 hours
3. customAfter the completion of reaction
4. distillationthe solvent was distilled off
5. addition1.8 g of sodium hydroxide and 30 ml of diethylene glycol was added to the residue
6. temperatureThe thus obtained mixture was heated
7. temperatureunder reflux at 190°-200° C. for 5 hours
8. temperatureAfter cooling
9. additionwater was added to the mixture which
10. extractionwas extracted benzene
11. extractionextracted with benzene
12. washThe extract was washed with water
13. customdried
14. distillationthe solvent was distilled off
15. customThe thus obtained residue was chromatographed over silica gel
16. washeluted with chloroform-diethylether (10:1)