Acetic Anhydride → 2-(2-Formamidothiazol-4-yl)-2-propoxyiminoacetic acid

Participants

Reaction Steps

Formic acid (17.5 g.) was added dropwise to acetic anhydride (38.8 g.) over 3 to 4 minutes with stirring and ice-cooling, and the mixture was stirred for 1 hour at 50° C. 2-n-Propoxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid (syn isomer) (21.8 g.) was added thereto with stirring and ice-cooling, and the mixture was stirred for 2.5 hours at ambient temperature. The reaction mixture was concentrated to dryness under reduced pressure, and the residue was pulverized with diisopropyl ether. The powder was collected by filtration and dried to give 2-n-propoxyimino-2-(2-formamido-1,3-thiazol-4-yl)acetic acid (syn isomer) (19.2 g.).

Provenance & Evidence