Chlorosuccinimide → HCID 11666112, compound

Participants

Reaction Steps

In a three neck flask, fitted with a magnetic stirrer, under inert atmosphere, N-chlorosuccinimide (0.29 g; 2.19 mmol) is added to a suspension of 2-(6,7-difluoro-2-oxo-1,3-benzoxazol-3(2H)-yl)acetamide 18 (0.5 g, 2.19 mmol) and sulfuric acid (90% w/w, 20 ml) at 0° C. The reaction mixture is stirred at room temperature for two days and another portion of N-chlorosuccinimide (0.29 g, 2.19 mmol) is added. After 14 days at room temperature, the reaction mixture is poured carefully into ice. The precipitate is collected by filtration, washed with water and recrystallized EtOH/water (20/80 (v/v)) to afford 0.42 g of a powder which is further purified by column chromatography on reverse phase to give 2-(4-chloro-6,7-difluoro-2-oxo-benzooxazol-3-yl)-acetamide 24 after recrystallization in ethanol.

Provenance & Evidence