Process for preparing p-aminophenol and alkyl substituted p-amin

Details Process for preparing p-aminophenol and alkyl substituted p-amin Process for preparing p-aminophenol and alkyl substituted p-amin

1983-07-25

1986-02-18

Warren, Charles F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564300, C07C 8900

Patent

active

045714371

ABSTRACT:
A process for preparing unsubstituted and alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or alkyl substituted nitrobenzene, a highly dissociated acid, a catalyst containing platinum and a divalent sulfur compound in which sulfur is bonded to two other moieties, the sulfur compound being present in a proportion of between about 0.1 and about 100 moles per gram-atom of platinum. The mixture comprises an organic phase containing the substrate and an aqueous phase containing the acid. Hydrogen is introduced into the mixture at a pressure of 0-50 psig while the mixture is agitated at a temperature of 70.degree. C. to 100.degree. C., thereby causing the substrate to be reduced to phenylhydroxylamine or an alkyl substituted phenylhydroxylamine. The hydroxylamine is rearranged in the presence of acid to the substituted or unsubstituted p-aminophenol, which is recovered from the aqueous phase.

REFERENCES:
patent: 3383416 (1968-05-01), Benner
patent: 3654365 (1972-04-01), Daunis et al.
patent: 3694509 (1972-09-01), Rylander et al.
patent: 3715397 (1973-02-01), Rylander et al.
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patent: 4176138 (1979-11-01), Sathe
patent: 4307249 (1981-12-01), Derrenbacker
Svidchenko et al., U.S.S.R. 523081, Chem. Abstracts 85:1428162z.
Mahadeo Indian patent 140158, Chem. Abstracts 92:94060u.

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