反应详情

Aluminum chloride (3.51 g., 0.0263 mole) was added to cold (-30°) tetrahydrofuran (180 ml.). Sodium azide (5.12 g., 0.0788 mole) was added and the mixture heated under reflux for 30 minutes. The mixture was cooled to 5°. Ethyl 2-cyano-3-(3-methyl-2-pyridylamino)acrylate (5.0 g., 0.0216 mole) was added and the mixture heated under reflux for 18 hours. The tetrahydrofuran was removed under reduced pressure. The residue was treated with ice water (100 ml.) and acidified to pH 3 with 6N hydrochloric acid. The mixture was filtered and the collected solid recrystallized from N,N-dimethylformamide to give the title compound (2.5 g., 50.7%), m.p. 310°-311° (decomp).

1. temperaturethe mixture heated
2. temperatureunder reflux for 30 minutes
3. temperatureThe mixture was cooled to 5°
4. temperaturethe mixture heated
5. temperatureunder reflux for 18 hours
6. customThe tetrahydrofuran was removed under reduced pressure
7. additionThe residue was treated with ice water (100 ml.)
8. filtrationThe mixture was filtered
9. customthe collected solid recrystallized from N,N-dimethylformamide