Sodium Chlorite → 2-Benzoylamino-4-chlorothiazole-5-carboxylic Acid

Participants

Reaction Steps

A solution of sodium chlorite (2.20 g, 19.40 mmol) and NaH2PO4 (2.32 g, 19.10 mmol) in water (10 mL) was added to a mixture of N-(4-chloro-5-formylthiazol-2-yl)benzamide (0.52 g, 1.95 mmol) in acetonitrile (20 mL), t-BuOH (20 mL) and 2-methyl-2-butene (4 mL) at 0° C. The mixture was stirred for 1 h, then extracted with chloroform, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to give the crude product in 17% yield (0.097 g), which was used for next step without purification; MS (ES+) m/z 283.3 (M+1).

Provenance & Evidence