PRODUCTION OF N,N-DISUBSTITUTED ANILINES

• Main Authors: IBAYA TETSUO, MIZUTANI TAKAYUKI, INAGI TOSHIAKI
• Format: Patent
• Language: English
• Published: 07.08.1991
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; APPARATUS THEREFOR; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; THEIR RELEVANT APPARATUS; TRANSPORTING

PURPOSE:To obtain the subject compound useful as a synthetic raw material for azo dye, etc., under mild condition in a short time by reacting an N- substituted aniline compound with an organic halide in he presence of a phosphoric acid salt as an acid acceptor and an inorganic iodide compound as a catalyst. CONSTITUTION:The objective compound of formula III can be produced by reacting an N-substituted aniline compound of formula I (R is H, Cl, No2, 1-6C alkyl, alkyloxy, alkenyl, etc.; R is 1-6C alkyl or alkenyl) with an organic halide compound of formula II (R is organic substituent; X is Cl or Br) (e.g. methyl chloride or methoxyethyl bromide) at 60-160 deg.C (preferably 90-110 deg.C) under a pressure of <=5kg/cm G (preferably 2-4kg/cm G) in the presence of a phosphoric acid salt as an acid acceptor and an inorganic iodide compound as a catalyst. The iodide compound is e.g. NaI and its amount is preferably 0.03-0.2mol per 1mol of the compound of formula I.