申请人:Chemische Fabrik Stockhausen & Cie.
公开号:US04237067A1
公开(公告)日:1980-12-02
Process for the manufacture of .alpha.,.beta.-unsaturated N-substituted carboxylic acid amides of the general formula ##STR1## in which R.sup.1 represents H or CH.sub.3 R.sup.2 represents H or CH.sub.3, and Y represents a divalent straight-chain or branched organic radical having 2-30 carbon atoms, and R.sup.3 represents H or the radical of an amine of the formula --N(R.sup.4)(R.sup.5), in which R.sup.4 and R.sup.5 represent alkyl radicals having 1 to 4 carbon atoms, by reacting .beta.-substituted carboxylic acid amides of the formula ##STR2## in which Z represents OH or the radical R.sup.6 O--, in which R.sup.6 is an alkyl radical having 1 to 4 carbon atoms, with amines of the general formula H.sub.2 N--(Y)--R.sub.3 III at temperatures in the range of 100.degree. to 200.degree. C., preferably 120.degree. to 175.degree. 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.degree.-250.degree. C. with acidic catalysts such as phosphoric acid, or basic catalysts such as sodium hydroxide, and alcohol is split off at 70.degree.-150.degree. C. with basic catalysts such as sodium or potassium hydroxide. The reaction product is separated by distillation, optionally in vacuo.
翻译结果如下:
生产通式为 ##STR1## 的 α,β-不饱和N-取代羧酸酰胺的方法,其中R.sup.1代表H或CH.sub.3,R.sup.2代表H或CH.sub.3,Y代表具有2-30个碳原子的直链或支链有机二价基团,R.sup.3代表H或公式为--N(R.sup.4)(R.sup.5)的胺的自由基,其中R.sup.4和R.sup.5代表具有1至4个碳原子的烷基自由基,通过将通式为 ##STR2## 的 β-取代羧酸酰胺与通式为 H.sub.2 N--(Y)--R.sub.3 III 的胺在100°C至200°C的温度范围内反应,优选120°C至175°C,同时排除氨,并在催化剂、水或醇的存在下加热所得的N-取代β-羟基羧酸或β-烷氧羧酸酰胺,分别脱水分解。水在100°C至250°C的温度下,在如磷酸等酸性催化剂或如氢氧化钠等碱性催化剂的作用下分解,醇在70°C至150°C的温度下,在如氢氧化钠或氢氧化钾等碱性催化剂的作用下分解。通过蒸馏分离反应产物,可选地在真空条件下进行。