Production of N-Acyl Ethionimides

摘要

1,170,683. N-Acyl ethionimides. BADISCHE ANILIN- & SODA-FABRIK A.G. 19 Jan., 1967 [20 Jan., 1966], No. 2875/67. Heading C2. [Also in Divisions Cl and C3] The invention comprises N-acyl ethionimides of the formula where R1 is hydrogen or an aliphatic hydrocarbon radical and R2 is hydrogen or an aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical or the group where R3 is a phenylene or C 1-10 alkylene radical. The compounds are prepared by reacting a carbyl sulphate of the formula with a nitrile R4-CN, where R4 is hydrogen, or an aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical or the group -R3-CN. When R2 is one of the above hydrocarbon radicals it may be substituted by one or more groups which are inert under the reaction conditions, e.g. halogen, nitro and alkoxy groups. It is preferred to effect the reaction at 0-150‹ C. in the presence of an inert solvent using equimolar amounts of reactants. The carbyl sulphate may be prepared in situ from the appropriateα-olefin and sulphur trioxide. Alkaline hydrolysis of the ethionimides yields an amide R3CONH 2 and a salt of a vinyl sulphonic acid. Examples relate to the preparation of acetyl ethionimide, acryloyl ethionimide, benzoyl methyl ethionimide, acetyl octyl ethionimide and adipoyl-bis-ethionimide and the hydrolysis thereof.