Substituted cyclopropyl glyoxylnitriles

US4122116A · kind A · utility

Assignee

• Deutsche Gold- und Silber-Scheideanstalt Vormals Roessler

Inventors

• Herbert Klenk · Hanau, DE
• Heribert Offermanns · Hanau, DE
• Werner Schwarze · Frankfurt, DE

Key dates

• Filing date: Feb 23, 1978
• Grant date: Oct 24, 1978
• Expiry date: Feb 23, 1998

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D307/54
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

There are prepared acyl cyanides of the formula ##STR1## where R is a straight or branched chain alkyl group having 1 to 18 carbon atoms, preferably 1 to 10 carbon atoms, and which also can be substituted by one or more phenyl groups or halogen atoms, preferably chlorine, or R is preferably a cycloalkyl group having 3 to 8 carbon atoms, preferably cyclopropyl, which can have one or more 1 to 3 carbon atoms alkyl or halogen, preferably chlorine, substituents wherein in all of the above set forth substitutions the halogen atoms and the phenyl groups are not on the carbon atom adjacent to the carbonyl group or R is a substituted phenyl group, a naphthyl group, a substituted naphthyl group or a five membered heterocyclic group, e.g., furyl, thienyl or alkyl substituted thienyl wherein the substituents on the phenyl or naphthyl are halogen atoms, nitro groups or alkyl or alkoxy groups having 1 to 5 carbon atoms. The process comprises reacting and acyl halide of the formula EQU R--CO--Hal (II) in which R is as defined above and Hal is a chlorine or bromine atoms, with CuCN at a temperature of about 50.degree. to 180.degree. C in the presence of a carboxylic acid nitrile inert under the r…