74302-19-5Relevant articles and documents
Process for the manufacture of α,β-unsaturated N-substituted carboxylic acid amides
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, (2008/06/13)
Process for the manufacture of α,β-unsaturated N-substituted carboxylic acid amides of the general formula STR1 in which R1 represents H or CH3 R2 represents H or CH3, and Y represents a divalent straight-chain or branched organic radical having 2-30 carbon atoms, and R3 represents H or the radical of an amine of the formula --N(R4)(R5), in which R4 and R5 represent alkyl radicals having 1 to 4 carbon atoms, by reacting β-substituted carboxylic acid amides of the formula STR2 in which Z represents OH or the radical R6 O--, in which R6 is an alkyl radical having 1 to 4 carbon atoms, with amines of the general formula at temperatures in the range of 100° to 200° C., preferably 120° to 175° C., with the elimination of ammonia, and heating the resulting N-substituted β-hydroxycarboxylic or β-alkoxycarboxylic acid amides in the presence of catalysts, water or alcohol, respectively, being split off. The water is split off at temperatures of 100°-250° C. with acidic catalysts such as phosphoric acid, or basic catalysts such as sodium hydroxide, and alcohol is split off at 70°-150° C. with basic catalysts such as sodium or potassium hydroxide. The reaction product is separated by distillation, optionally in vacuo.