Substituted chloroacylanilides

Details Substituted chloroacylanilides Substituted chloroacylanilides

1975-02-10

1976-06-01

Davis, C.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C10332

Patent

active

039609480

ABSTRACT:
The invention concerns a process for the preparation of substituted chloroacylanilides of the general formula: ##SPC1##
Wherein R.sub.1 represents an alkyl group having from 1 to 4 carbon atoms or a phenyl group; R.sub.2 represents a hydrogen atom or halogen atom; R.sub.3 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms and X.sub.1 and X.sub. 2 , which may be the same or different, represent a hydrogen atom, a halogen atom, a methyl group or an ethyl group. The process comprises acylating a substituted aniline of the general formula: ##SPC2##
Wherein R.sub.1, X.sub.1 and X.sub.2 are as above defined, in the presence of phosphoryl chloride under substantially anhydrous conditions with a chlorocarboxylic acid of the general formula: ##EQU1## wherein R.sub.2 and R.sub.3 are as above defined. Particularly suitable compounds of general Formula II are N-methyl aniline and N-isopropyl aniline, and particularly suitable compounds of general Formula III are chloroacetic acid, dichloroacetic acid and .alpha.-chloropropionic acid and .alpha.-chlorobutyric acid. The compounds of general Formula I have phytotoxic effects and some are active herbicides.

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