反応 #1726704

反応方程式

α-Bromophenylacetonitrile

N-acetylthiourea

→

2-(acetylamino)-4-amino-5-phenylthiazole

収率 23.1%

溶媒

ethanol

反応条件

後処理

1. 1
   温度heated
2. 2
   温度to reflux for 3.5 hr
3. 3
   濃縮The cooled mixture was concentrated in vacuo
4. 4
   その他partitioned between dichloromethane and saturated aqueous sodium bicarbonate
5. 5
   洗浄The organic phase was washed with brine
6. 6
   乾燥dried over sodium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated in vacuo

実験手順

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%).

出典