Ammonia → 4-Bromo-1,3-thiazole-2-carboxamide

Temperature

60 °C

Oxalyl dichloride (1.61 ml) was added to 100 ml of a mixed solution composed of 4-bromo-2-carboxythiazole and THF-dichloromethane (2:1), and the mixture was stirred at 60° C. for 2 hr. Under ice cooling, 15 ml of 30% aqueous ammonia was added to the reaction solution, and the mixture was stirred at the same temperature for 30 min. Ethyl acetate (50 ml) and 50 ml of semi-saturated brine were added thereto, followed by separation. The organic layer was then dried over anhydrous magnesium sulfate, the solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography on silica gel (chloroform:methanol=40:1) to give 1.36 g of 4-bromo-2-carbamoylthiazole.

1. stirringthe mixture was stirred at the same temperature for 30 min
2. customfollowed by separation
3. dry with materialThe organic layer was then dried over anhydrous magnesium sulfate
4. customthe solvent was removed by distillation under the reduced pressure
5. customthe residue was purified by column chromatography on silica gel (chloroform:methanol=40:1)

ORD record

ord-8a85dacda6084572bc555b00555691b5

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08344154B2