Preparation of a n-substituted phenylenediamine

C - Chemistry – Metallurgy – 07 – C

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260/597.9

C07C 211/55 (2006.01) C07C 209/24 (2006.01) C07C 217/76 (2006.01) C07C 249/02 (2006.01)

Patent

CA 2023566

Abstract of the Disclosure PREPARATION OF A N-SUBSTITUTED PHENYLENEDIAMINE The present invention relates to a process for the preparation of a N-substituted phenylenediamine of the formula: Image (I) comprising reacting N-phenylquinoneimine of the formula: Image (II), with a primary amine of the formula: R-NH2 (III), wherein the molar ratio of II to III in the reaction mixture ranges from about 1:1 to 1:10; and wherein R 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. The present process is characterized by its excellent yields of high purity N-substituted phenylenediamines.

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