Hydroxycarboxylic acid anilides

Details Hydroxycarboxylic acid anilides Hydroxycarboxylic acid anilides

1996-07-10

1998-01-27

O'Sullivan, Peter

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

Organic compounds

Amino nitrogen containing

554 61, 554 62, 554 65, 558418, 564141, 564420, 564421, 564422, 564423, C07C23102

Patent

active

057124140

ABSTRACT:
The present invention relates to a process for the preparation of hydroxycarboxylic acid amides of the general formula (1): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are hydrogen, halogen, cyano, a linear or branched alkyl, alkenyl, alkynyl or alkoxy group having 1 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, a cycloalkyl group having 6 to 12 carbon atoms or an aryl group having 6 to 12 carbon atoms, R.sup.3 is hydrogen or a linear or branched alkyl group having 1 to 4 carbon atoms, R.sup.4 is hydrogen or a linear or branched alkyl group having 1 to 6 carbon atoms, or R.sup.3 and R.sup.4, together with the carbon atom to which they are attached, form a five- or six-membered cycloalkane ring, and n is an integer from 1 to 12, wherein an aniline of the general formula (2) ##STR2## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined in the formula (1), is reacted with a hydroxycarboxylic acid of the general formula (3) ##STR3## in which n is as defined in the formula (1), in the presence or absence of an inert solvent, at 150.degree. to 250.degree. C., and the constituents which are volatile under the reaction conditions are distilled out of the reaction mixture.

REFERENCES:
patent: 2604481 (1952-07-01), Henry
patent: 3350450 (1967-10-01), Dorell et al.
patent: 3538162 (1970-11-01), Dorell
patent: 4286105 (1981-08-01), Parker
patent: 4334073 (1982-06-01), Diehr
patent: 4552699 (1985-11-01), Mahnle et al.
Synthetic Communications, Bd. 23, Nr. 9, 1993; pp. 2761-2770; Branko S. Jursic et al: "A simple preparation of amides from acids and amines by heating of their mixture".

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