2-Bromo-1-(3-nitrophenyl)ethan-1-one → 2-hydroxy-1-(3-nitrophenyl)-1-ethanone

Participants

Reaction Steps

Reaction of m-nitrophenacyl bromide with sodium acetate in ethanol gave m-nitrophenacyl alcohol. This was treated with dicyandiimide and HCl in aqueous methanol to give 2-guanidino4-(3-nitrophenyl)oxazole hydrochloride, m.p. 250°-251° C. The nitro residue was reduced with iron powder in acetic acid containing 10% v/v water to give 2-guanidino-4-(3-aminophenyl)oxazole.

Provenance & Evidence