反応 #2254151

反応方程式

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

収率 91.1%

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

出典