反应详情

温度

10 °C

A mixture of 4-bromosampangine (622 mg, 2.0 mmol) in acetone (40 mL) and sodium azide (1.30 g, 20.0 mmol) in H2O (10 mL) was heated at reflux for 1 h. The acetone was then removed by evaporation, MeOH (40 mL) added, and the mixture transferred to a three necked flask and cooled to 10° C. Piperidine (2 drops) was added and a stream of hydrogen sulfide bubbled through the reaction. After 30 min, the temperature was allowed to rise to 23° C. and the reaction continued for an additional 30 min. The solvent was then removed evaporated and the residue chromatographed as above to give 4-aminosampangine (23) (450 mg, 91%).

1. temperaturewas heated
2. temperatureat reflux for 1 h
3. customThe acetone was then removed by evaporation, MeOH (40 mL)
4. additionadded
5. additionPiperidine (2 drops) was added
6. customa stream of hydrogen sulfide bubbled through the reaction
7. customto rise to 23° C.
8. waitthe reaction continued for an additional 30 min
9. customThe solvent was then removed
10. customevaporated
11. customthe residue chromatographed as above