Preparation of n-substituted-n'-phenyl-p-phenylenediamines

C - Chemistry – Metallurgy – 07 – C

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C07C 211/55 (2006.01) C07C 209/18 (2006.01) C07C 209/24 (2006.01) C07C 209/28 (2006.01) C07C 209/52 (2006.01) C07C 209/60 (2006.01) C07C 213/00 (2006.01) C07C 217/76 (2006.01)

Patent

CA 2098001

Abstract of the Disclosure PREPARATION OF N-SUBSTITUTED-N'- PHENYL-P-PHENYLENEDIAMINES The present invention relates to a process for the preparation of a N-substituted-N'-phenyl-p- phenylenediamine of the formula: Image comprising reacting (a) a mixture of (1) N-phenyl-p- quinoneimine of the formula: Image and (2) p-hydroxydiphenylamine in a mole ratio of N- phenyl-p-quinoneimine to p-hydroxydiphenylamine of from 1.5:1 to 1:1.5 with (b) a primary amine of the formula: R1 - NH2 in the presence of methanol wherein R1 is selected from the group of radicals consisting of alkyls having 1 to 20 carbon atoms, cycloalkyls having 6 to 8 carbon atoms and radicals of the structural formula: Image wherein R2 may be the same or different and is independently selected from the group of radicals consisting of hydrogen and an alkyl having 1 carbon atom, R3 is selected from the group of radicals consisting of an alkyl having 1 to 12 carbon atoms and n is an integer of from 0 to 6.

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