Heptafluorobutyric acid → HCID 178505492, compound

Participants

Reaction Steps

A solution of 4-chloro-5-(4-fluorophenyl)benzene-1,2-diamine (200 mg, 0.85 mmol) in heptafluorobutanoic acid (1.5 ml) was stirred overnight at 80° C. The reaction was then quenched by the addition of water (100 ml), adjusted to pH 7 with saturated aqueous sodium bicarbonate. The resulting solution was extracted with ethyl acetate (3×50 ml) and the organic layers were combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum to give a residue, which was purified by Pre-TLC with 10% ethyl acetate in petroleum ether to produce 5-chloro-6-(4-fluorophenyl)-2-(heptafluoropropyl)-1H-1,3-benzodiazole as a white solid (116.6 mg, 33%).

Provenance & Evidence