METHOD OF PREPARING KETOCARBOXYLIC ACID AMIDES

• Main Authors: VERNER SHVARTSE,DT, KHERBERT KLENK,DT, AKSEL KLEEMANN,DT
• Format: Patent
• Language: English
• Published: 23.01.1981
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

There are prepared alpha -ketocarboxylic acid amides of the formula (I) where R is hydrogen, R1 and R2 are the same or different, R1 is alkyl of 1 to 18 carbon atoms or haloalkyl, preferably chloroalkyl, of 1 to 18 carbon atoms, and R2 is hydrogen, alkyl of 1 to 18 carbon atoms or haloalkyl, preferably chloroalkyl, of 1 to 18 carbon atoms or together is a cycloalkyl group of 3 to 8 carbon atoms which can be substituted by one or more 1 to 5 carbon atom alkyl groups or by one or more halogen atoms, preferably chlorine atoms, with the proviso that when form a cycloalkyl group then R can also be alkyl of 1 to 5 carbon atoms. The process comprises saponifying an acyl cyanide of the formula (II) in which R, R1 and R2 are as defined above in an organic solvent or mixture of such solvents which is liquid and inert under the reaction conditions, first with gaseous hydrogen chloride and then treating with water at a temperature of about -70 DEG C. to about +70 DEG C. and then isolating the alpha -ketocarboxylic acid amide in conventional manner. Several of the cyclic alpha -ketocarboxylic acid amides are new compounds.