Methanesulfonamide → HCID 66633262, compound

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.

1. temperaturethe reaction mixture was heated
2. temperatureunder reflux for 1 h
3. customthe solvent was removed under reduced pressure
4. filtrationThe precipitated product was filtered off with suction
5. extractionThe aqueous phase was extracted with dichloromethane
6. dry with materialthe organic phase was dried over sodium sulphate
7. filtrationfiltered
8. customthe solvent was removed under reduced pressure

ORD record

ord-0602a75adb774337a5e8673cc0a6be85

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08686004B2