반응 #2254151

반응 방정식

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

수율 91.1%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the reaction mixture was heated
2. 2
   온도under reflux for 1 h
3. 3
   기타the solvent was removed under reduced pressure
4. 4
   여과The precipitated product was filtered off with suction
5. 5
   추출The aqueous phase was extracted with dichloromethane
6. 6
   건조the organic phase was dried over sodium sulphate
7. 7
   여과filtered
8. 8
   기타the solvent was removed under reduced pressure

실험 절차

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.

출처