Process for the manufacture of .alpha.,.beta.-unsaturated n-...

C - Chemistry – Metallurgy – 07 – C

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260/554

C07C 233/01 (2006.01)

Patent

CA 1104586

ABSTRACT Process for the manufacture of .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides of the general formula Image (I) 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 .beta.-substituted carboxylic acid amides of the formula (II) Image in which Z represents OH or the radical R60-, in which R is an alkyl radical having 1 to 4 carbon atoms, with amines of the general formula Image III 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 .beta.-hydroxycarboxylic or .beta.- 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. .

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