Dimethylformamide → 2-Chloro-1,3-benzoxazol-6-OL

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-sulfanyl-1,3-benzoxazol-6-ol (1.00 g) in thionyl chloride (4.36 mL) was added DMF (0.278 mL), and the mixture was stirred with heating at 80° C. for 5 min. After allowing to cool to room temperature, the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate/THF (1:1), and the solution was washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was triturated with acetonitrile. The obtained powder was washed with diisopropyl ether to give the title compound (483 mg).

Provenance & Evidence