Preparation of n-phenylbenzoquinone-imine and converting same into p-phenylenediamines
US5189218A · kind A · utility
7Cited by
6References
18Claims
0Family size
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Key dates
| Filing date | Mar 13, 1991 |
| Grant date | Feb 23, 1993 |
| Priority date | — |
| Expiry date | Mar 13, 2011 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C249/02
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
N-phenylbenzoquinone-imine is prepared by oxidizing N-(4-hydroxyphenyl)aniline in a liquid, at least partially organic reaction medium, in the presence of a basic compound and, advantageously, a catalytically effective amount of at least one manganese, copper, cobalt and/or nickel compound; this imine can be reacted with an aliphatic or cycloaliphatic amine to produce an N-phenyl-N'-cycloalkyl-para-phenylene-diamine and an N-phenyl-N'-cycloalkyl-2,5-cyclohexadiene-1,4-diimine, such 1,4-diimine itself being easily reduced to the corresponding p-phenylenediamine.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.