反应 #1726704
ord-d7ddcf975d934cd196baeb7fb4c03fd9
反应方程式
α-Bromophenylacetonitrile
N-acetylthiourea
→
2-(acetylamino)-4-amino-5-phenylthiazole
收率 23.1%
溶剂
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1温度heated
- 2温度to reflux for 3.5 hr
- 3浓缩The cooled mixture was concentrated in vacuo
- 4其他partitioned between dichloromethane and saturated aqueous sodium bicarbonate
- 5洗涤The organic phase was washed with brine
- 6干燥dried over sodium sulfate
- 7过滤filtered
- 8浓缩concentrated in vacuo
实验过程
α-Bromophenylacetonitrile (1.08 g, 5.48 mmol) in ethanol (10 ml) was treated with N-acetylthiourea (649 mg, 5.49 mmol) at ambient temperature for 4 hr, and then heated to reflux for 3.5 hr. The cooled mixture was concentrated in vacuo and then partitioned between dichloromethane and saturated aqueous sodium bicarbonate. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(acetylamino)-4-amino-5-phenylthiazole (295 mg, 23%).