反应详情

A mixture of ethyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-propoxybenzimidazole-7-carboxylate (0.69 g) and trimethyltin azide (0.7 g) in toluene (15 ml) was heated for 4 days under reflux. The reaction mixture was concentrated to dryness and to the mixture was added methanol (20 ml) and 1N-HCl (10 ml). After stirring at room temperature for 30 minutes, the mixture was adjusted to pH 3-4 with 1N NaOH. After removal of the solvent, the residue was extracted with chloroform-water. The organic layer was washed with water and dried, and the solvent was evaporated to dryness to give a syrup. The syrup was purified by column chromatography on silica gel to give crystals. Recrystallization from ethyl acetate-benzene afforded colorless crystals (0.31 g, 43%), m.p. 157-159° C.

1. temperaturewas heated for 4 days
2. temperatureunder reflux
3. concentrationThe reaction mixture was concentrated to dryness and to the mixture
4. additionwas added methanol (20 ml) and 1N-HCl (10 ml)
5. customAfter removal of the solvent
6. extractionthe residue was extracted with chloroform-water
7. washThe organic layer was washed with water
8. customdried
9. customthe solvent was evaporated to dryness
10. customto give a syrup
11. customThe syrup was purified by column chromatography on silica gel
12. customto give crystals
13. customRecrystallization from ethyl acetate-benzene afforded colorless crystals (0.31 g, 43%), m.p. 157-159° C.