Реакция #1726704

Уравнение реакции

α-Bromophenylacetonitrile

N-acetylthiourea

→

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

Выход 23.1%

Растворители

ethanol

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for 3.5 hr
3. 3
   КонцентрированиеThe cooled mixture was concentrated in vacuo
4. 4
   Другоеpartitioned between dichloromethane and saturated aqueous sodium bicarbonate
5. 5
   ПромывкаThe organic phase was washed with brine
6. 6
   Сушкаdried over sodium sulfate
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated in vacuo

Методика

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%).

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