Process for preparing 4-amino-3-methyl-N-substituted or unsubsti

Details Process for preparing 4-amino-3-methyl-N-substituted or unsubsti Process for preparing 4-amino-3-methyl-N-substituted or unsubsti

1974-10-10

1977-02-22

Wyman, Daniel E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260509, 260510, 260573, 260577, 96 22, 96 55, 96 566, 96 66R, C07C14375, C07C14358, C07C14364, G03C 530

Patent

active

040092054

ABSTRACT:
A process for the preparation of 4-amino-3-methyl-N-substituted or unsubstituted alkylanilines comprising acylating and/or sulfonylating 4-amino-3-methyl-nitro-benzene having the formula (I) ##STR1## with an acylation or sulfonylation agent to obtain a compound having the general formula (II) ##STR2## wherein R.sub.1 represents a hydrogen atom or an acyl group, R.sub.2 represents an acyl group or a sulfonyl group, or R.sub.1 and R.sub.2 can combine as a difunctional acyl group; reducing the nitro group of the compound having the general formula (II) with hydrogen in the presence of a metal hydrogenation catalyst to obtain a compound having the general formula (III) ##STR3## wherein R.sub.1 and R.sub.2 are as above defined; alkylating the amino group of the compound having the general formula (III) with an alkylation agent selected from the group consisting of an alkyl halide, a substituted alkyl halide and an alkylene oxide to obtain a compound having the general formula (IV) ##STR4## wherein R.sub.1 and R.sub.2 are as above defined, R.sub.3 represents an alkyl group or a substituted alkyl group and R.sub.4 represents a hydrogen atom, an alkyl group or a substituted alkyl group; and hydrolyzing the compound having the general formula (IV) to obtain a compound having the general formula (V) ##STR5## wherein R.sub.3 and R.sub.4 are as above defined.

REFERENCES:
patent: 2193015 (1940-03-01), Weissberger
patent: 2548574 (1951-04-01), Weissberger et al.
patent: 2552240 (1951-05-01), Weissberger et al.
patent: 2592364 (1952-04-01), Weissberger et al.
patent: 2794834 (1957-06-01), Randall et al.
patent: 3007914 (1961-11-01), Dittmar et al.
patent: 3875227 (1975-04-01), Kroll et al.
patent: 3920739 (1975-11-01), Suda et al.
The Chemistry of Amides, Zabicky (ed.), Interscience, pp. 824-825 (1970).
Bent et al., J. Am. Chem. Soc., 73, pp. 3100-3125 (1951).

Affiliated with

Also associated with

Rating

Process for preparing 4-amino-3-methyl-N-substituted or unsubsti does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for preparing 4-amino-3-methyl-N-substituted or unsubsti, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for preparing 4-amino-3-methyl-N-substituted or unsubsti will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-324014