Process for the preparation of 3,4-disubstituted dinitroanilines

摘要

Preparation of 3,4-disubstituted dinitroaniline derivatives of formula (I) comprises: (i) denitrating a 3,4-disubstituted phenol in slight excess of nitrating agent with a quantity of protons and catalyst comprising transition metals of column IV-XII of the periodic table (preferably soluble ions of Fe3+, Fe2+, Zn2+ or Cu2+); (ii) alkylating using monohaloalkyl containing at least 3C (optionally cyclic and or containing at least one unsaturation), monohaloalkyl containing at least 2C and optionally comprising a saturated cycle or at least one unsaturation or (RO)nR'X (preferably chloromethyl polymethoxyethers or chloromethyl polyethoxyethers, ethylene oxides, propylene oxides or compounds of formula (II)); and (iii) aminating. R1, R2 = H, 1-6C alkyl, 2-6C alkylene, cyclopropyl or chloroethyl; R3, R4 = Cl, amino, 1-3C alkyl or CF3; X = H, Cl, Br or I; R, R' = Me, Et or Pr; n = at least 2; X2 = OH, OR'', R'', Cl or Br; and R'' = 1-12C aliphatic chain.