METHOD OF SYNTHESIS OF 3-NITRO-4-AMINOANISOLE Russian patent published in 1995 - IPC

FIELD: organic chemistry. SUBSTANCE: product: 3-nitro-4-aminoanisole, empirical formula is C₇H₈N₂O₃, m. p. is 123 C. Reagent 1: 4-anisidine. Reagent 2: acetic anhydride. Reaction conditions: at stoichiometric ratio of reagents, in the medium of 85-99% CH₃COOH at mass ratio 4-(CH₃-O)-C₆H₄NH₂:CH₃COOH 1:(0.6-1.5), at 85-90 C following by addition of equimolar quantity of 58-88% HNO₃ at the rate providing its content in reaction mixture 1.0-1.5% wt.-%, in the presence of nitrogen oxides, at 45-55 C, isolation of 3-(NO₂)-4-CH₃C(O)NH/C₆H₃OCH₃ at 5-15 C, its hydrolysis with NaOH solution at 60-75 C. EFFECT: improved method of synthesis. 1 tbl