反应 #2254151

反应方程式

1,8-diazabicyclo[5.4.0]undec-7-ene

2-Bromo-1,3-thiazole-4-carboxylic acid

Methanesulphonamide

→

2-bromo-N-(methylsulphonyl)-1,3-thiazole-4-carboxamide

收率 91.1%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度the reaction mixture was heated
2. 2
   温度under reflux for 1 h
3. 3
   其他the solvent was removed under reduced pressure
4. 4
   过滤The precipitated product was filtered off with suction
5. 5
   萃取The aqueous phase was extracted with dichloromethane
6. 6
   干燥the organic phase was dried over sodium sulphate
7. 7
   过滤filtered
8. 8
   其他the solvent was removed under reduced pressure

实验过程

2-Bromo-1,3-thiazole-4-carboxylic acid (0.8 g, 3.85 mmol) was initially charged in tetrahydrofuran (10 ml). N,N′-Carbonyldiimidazole (0.94 g, 5.77 mmol) was added and the reaction mixture was heated under reflux for 1 h. Methanesulphonamide (0.55 g, 5.77 mmol) was added and, after 10 min, 1,8-diazabicyclo[5.4.0]undec-7-ene (0.88 g, 5.77 mmol). The reaction mixture was stirred at room temperature for 16 h and then the solvent was removed under reduced pressure. The residue was taken up in water and acidified with hydrochloric acid. The precipitated product was filtered off with suction. The aqueous phase was extracted with dichloromethane; the organic phase was dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. This gave a total of 1.0 g (89% of theory) of 2-bromo-N-(methylsulphonyl)-1,3-thiazole-4-carboxamide.

来源