反应详情

A mixture of ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxybenzimidazole-7-carboxylate (0.7 g) and trimethyltin azide (0.7 g) in toluene (15 ml) was heated under reflux for 4 days. The reaction mixture was concentrated to dryness and to the residue were added methanol (20 ml) and 1N-HCl (10 ml). The mixture was stirred at room temperature for 30 minutes and adjusted to pH 3 to 4 with 1N NaOH. After removal of the solvent, the residue was partitioned between chloroform and 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 (0.35 g, 45%), m.p. 158°-159° C.

1. temperaturewas heated
2. temperatureunder reflux for 4 days
3. concentrationThe reaction mixture was concentrated to dryness and to the residue
4. additionwere added methanol (20 ml) and 1N-HCl (10 ml)
5. customAfter removal of the solvent
6. customthe residue was partitioned between chloroform and 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 (0.35 g, 45%), m.p. 158°-159° C.