Preparation of carboxylic acid amides
AssigneeRohm Co., Ltd.
InventorsSiegmund Besecke, Wolfgang Gaenzler, Guenter Schroeder
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Abstract
What is disclosed is a method for making amides of the formula ##STR1## wherein R.sub.1 is hydrogen or methyl, R.sub.3 is straight-chain or branched alkyl or unsubstituted or substituted aryl, and R.sub.4 is hydrogen or straight-chain or branched unsubstituted or substituted alkyl, which comprises reacting an ester of the formula ##STR2## wherein R.sub.2 is alkyl having 1 to 6 carbon atoms, with heating and under autogenous pressure, in a homogeneous phase, with an amine of the formula ##STR3## said amine being present in an amount which is stoichiometrically deficient up to an amount which is in small stoichiometric excess with respect to said ester.
Claims10
A method for making an amide of the formula ##STR9## wherein R.sub.1 is hydrogen or methyl, R.sub.4 is hydrogen, straight-chain or branched alkyl, or straight-chain or branched alkyl substituted by carboxy, alkoxycarbonyl, (alkyl)carbamoyl, sulfo, sulfoamido, or (alkyl)amino, and R.sub.3 is --AX, wherein A is --(CR.sub.5 R.sub.6).sub.n, phenylene, or naphthalene, R.sub.5 is hydrogen or alkyl having 1 to 6 carbon atoms, R.sub.6 is hydroxy or alkyl having 1 to 6 carbon atoms, X is hydrogen, carboxy, alkoxycarbonyl, (alkyl)carbamoyl, sulfo, sulfoamido, or (alkyl)amino and n is a whole number from 1 to 18 if X is other than (alkyl)amino or is a whole number from 2 to 18 if X is alkylamino, which method comprises reacting an ester of the formula ##STR10## wherein R.sub.2 is alkyl having 1 to 6 carbon atoms, with heating and under pressure, in a homogeneous phase in the presence of a catalytic concentration of protons, with an amine of the formula ##STR11## said amine being present in an amount which is stoichiometrically deficient up to an amount which is in small stoichiometric excess with respect to said ester.
Dependencies are inferred from the claim text.