Реакция #2254151

Уравнение реакции

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

Выход 91.1%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was heated
2. 2
   Температураunder reflux for 1 h
3. 3
   Другоеthe solvent was removed under reduced pressure
4. 4
   ФильтрацияThe precipitated product was filtered off with suction
5. 5
   ЭкстракцияThe aqueous phase was extracted with dichloromethane
6. 6
   Сушкаthe organic phase was dried over sodium sulphate
7. 7
   Фильтрацияfiltered
8. 8
   Другоеthe solvent was removed under reduced pressure

Методика

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.

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