2-Bromoimidazo(4,3-b)(1,3)thiazole-7-carboxylic acid → 2-Bromoimidazo[5,1-b]thiazole

A solution of 2-bromoimidazo[5,1-b]thiazole-7-carboxylic acid (27 mg, 0.11 mmol) in 1,2,4-trichlorobenzene (1 ml) was stirred at 210° C. for one hr and then at 220° C. for 30 min. The reaction solution was allowed to cool to room temperature and was diluted with hexane, followed by extraction with 2 M hydrochloric acid (3 ml×3). The aqueous layer was neutralized with a 2 M aqueous solution of sodium hydroxide and was extracted with ethyl acetate (5 ml×3). The organic layer was washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was thoroughly dried to give 2-bromoimidazo[5,1-b]thiazole (18 mg, 80%) as a white solid.

1. extractionfollowed by extraction with 2 M hydrochloric acid (3 ml×3)
2. extractionwas extracted with ethyl acetate (5 ml×3)
3. washThe organic layer was washed with saturated brine
4. dry with materialwas dried over anhydrous sodium sulfate
5. customThe solvent was removed by distillation under the reduced pressure
6. customthe residue was thoroughly dried

ORD record

ord-78e576679e464b0e8ba7cadbe59725a8

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662841B2