反应详情

A mixture of 2 g of β-carbolin-3-carboxylic acid, 20 ml of thionyl chloride and 2 ml of dimethylformamide is boiled under reflux for 1 hour. The excess thionyl chloride is removed by distillation under reduced pressure. 20 ml of diethylamine is added under cooling to a suspension of the residue in 20 ml of triethylamine and the mixture is concentrated under reduced pressure. The residue is treated with aqueous ammonia (pH 8.5) and the mixture thus obtained is extracted with chloroform (6×25 ml). The extract is washed with water (2×25 ml), dried (K2CO3), decolorized with a small amount of charcoal and filtered. The filtrate is evaporated to dryness and the residue is kept at 60° C. overnight. The solid (1.56 g; 62%) is recrystallized from toluene to form β-carbolin-3-carboxylic acid diethylamide having a melting point of 170.0° C.

1. temperatureunder reflux for 1 hour
2. customThe excess thionyl chloride is removed by distillation under reduced pressure
3. addition20 ml of diethylamine is added
4. temperatureunder cooling to a suspension of the residue in 20 ml of triethylamine
5. concentrationthe mixture is concentrated under reduced pressure
6. additionThe residue is treated with aqueous ammonia (pH 8.5)
7. customthe mixture thus obtained
8. extractionis extracted with chloroform (6×25 ml)
9. washThe extract is washed with water (2×25 ml)
10. dry with materialdried (K2CO3)
11. filtrationfiltered
12. customThe filtrate is evaporated to dryness
13. customThe solid (1.56 g; 62%) is recrystallized from toluene