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US 5,705,680 AGranted
Process for the preparation of O-acylglycolanilides
AssigneeHoechst Aktiengesellschaft
InventorsAndreas Dierdorf, Theodor Papenfuhs
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AssigneeHoechst Aktiengesellschaft
InventorsAndreas Dierdorf, Theodor Papenfuhs
Estimating the term…
The present invention relates to a process for the preparation of O-acylglycolanilides of the formula (1) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having from 1 to 12 carbon atoms, an aralkyl group having from 7 to 12 carbon atoms, a cycloalkyl group having from 6 to 12 carbon atoms or an aryl group having from 6 to 12 carbon atoms,. R.sup.3 is hydrogen or a straight-chain or branched alkyl group having from 1 to 12 carbon atoms, and R.sup.4 is an alkyl group having from 1 to 6 carbon atoms or is a substituted or unsubstituted phenyl radical, in which an aniline of the formula (2) ##STR2## in which R.sup.1, R.sup.2 and R.sup.3 have the same meaning as in formula (1), and an O-acylglycolic acid of the general formula (3) ##STR3## in which R.sup.4 has the same meaning as in formula (1), are reacted with an inorganic acid halide, optionally in the presence of an inert organic solvent, at from 20.degree. to 180.degree. C.
A process for the preparation of O-acylglycol-anilides of the formula (1) ##STR8## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, a nitro group, a cyano group, a straight-chain or branched alkyl, alkenyl, alkynyl or alkoxy group having from 1 to 12 carbon atoms, an aralkyl group having from 7 to 12 carbon atoms, a cycloalkyl group having from 6 to 12 carbon atoms or an aryl group having from 6 to 12 carbon atoms, R.sup.3 is hydrogen or a straight-chain or branched alkyl group having from 1 to 12 carbon atoms, and R.sup.4 is an alkyl group having from 1 to 6 carbon atoms or is a substituted or unsubstituted phenyl radical, which comprises reacting an aniline of the formula (2) ##STR9## in which R.sup.1, R.sup.2 and R.sup.3 have the same meaning as in formula (1) , and an O-acylglycolic acid of the formula (3) ##STR10## in which R.sup.4 has the same meaning as in formula (1), with an inorganic acid halide, and optionally in the presence of an inert organic solvent, at from 20.degree. to 180.degree. C.
Dependencies are inferred from the claim text.