Process for the preparation of 4-acylamino-2-aminoalkoxybenzenes

Details Process for the preparation of 4-acylamino-2-aminoalkoxybenzenes Process for the preparation of 4-acylamino-2-aminoalkoxybenzenes

1990-08-22

1991-09-10

Hollrah, Glennon H.

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

Organic compounds

Amino nitrogen containing

564418, C07C23102, C07C20936

Patent

active

050475860

ABSTRACT:
A process for the preparation of 4-acylamino-2-aminoalkoxybenzenes of the general formula (1) ##STR1## in which R denotes an alkyl-C.sub.1 -C.sub.6 - or alkoxy-C.sub.1 -C.sub.4 -alkylene-C.sub.1 -C.sub.4 group and R' denotes a methyl or ethyl group, by pumping a solution or suspension of a 2,4-dinitroalkoxybenzene of the general formula (2) ##STR2## in which R has the abovementioned meaning, in a butyl acetate into a stirred suspension of a nickel catalyst on a kieselguhr carrier in butyl acetate, which has been initially introduced into an autoclave, at a hydrogen pressure of about 5 to about 50 bar, and a temperature of about 60.degree. to about 120.degree. C., at a rate which corresponds to the rate of hydrogenation of 2,4-dinitroalkoxybenzene to 2,4-diaminoalkoxybenzene, dehydrating the reduction solution by azeotropic distillation, after the hydrogenation, and acylating the resulting 2,4-diaminoalkoxybenzene with about 0.90 to 0.99 mole of the anhydride of an alkylmonocarboxylic acid having 2 to 3 carbon atoms, relative to 1 mole of 2,4-diaminoalkoxybenzene, at about -5.degree. to about +15.degree. C.

REFERENCES:
patent: 2478114 (1949-08-01), Lind et al.
patent: 3928451 (1975-12-01), Krishnan
patent: 4288592 (1981-09-01), Rauhut et al.
patent: 4320021 (1982-03-01), Lange

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