US 5,252,737 A · Process for preparing N-aliphatic substituted p-phenylenediamines

Abstract

A process for preparing N-aliphatic substituted p-phenylenediamine intermediates is provided which comprises contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system, and reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone. In one embodiment, the N-aliphatic substituted p-phenylenediamine intermediates are reduced to N-aliphatic substituted p-phenylenediamines and the N-aliphatic substituted p-phenylenediamines can be reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines. In another embodiment of the invention, N-aliphatic substituted p-phenylenediamine intermediates are reductively alkylated to N'-alkylated, N-aliphatic substituted p-phenylenediamines.

Claims66

Dependent claims

A process for preparing N-aliphatic substituted p-phenylenediamine intermediates comprising:

(a) contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system, and
(b) reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone.

A process for preparing N-aliphatic substituted p-phenylenediamine comprising:

(a) contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system,
(b) reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone, and
(c) reducing the reaction product of (b) under conditions which produce N-aliphatic substituted p-phenylenediamine.

A process for preparing N'-alkylated, N-aliphatic substituted p-phenylenediamine comprising:

(a) contacting an aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable solvent system,
(b) reacting the aliphatic amine or substituted aliphatic amine derivative and nitrobenzene in the presence of a suitable base and a controlled amount of protic material at a suitable temperature in a confined reaction zone, and
(c) reductively alkylating the reaction product of (b) to produce N'-alkylated, N-aliphatic substituted p-phenylenediamine.

Dependencies are inferred from the claim text.

Process for preparing N-aliphatic substituted p-phenylenediamines

Life of this patent

Process for preparing N-aliphatic substituted p-phenylenediamines

Life of this patent

Abstract

Claims66