Process for the preparation of .alpha.-ketocarboxylic acid...

C - Chemistry – Metallurgy – 07 – D

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260/474.1, 260/4

C07D 253/075 (2006.01) C07C 51/06 (2006.01)

Patent

CA 1158668

ABSTRACT OF THE DISCLOSUR ?-Ketocarboxylic acid N-acylamides of the formula R1-CO-CO-NH-CO-R2 in which R1 is an optionally substituted aliphatic radical with up to 12 carbon atoms, an optionally substituted cycloalkyl radical with 3 to 10 carbon atoms, an optionally substituted heterocyclic radical, and R2 is an optionally substituted aliphatic radical with up to 8 carbon atoms or an optionally substituted phenyl radical, are prepared by reacting an acyl cyanide of the formula R1-CO-CN with a carboxylic anhydride of the formula R2-CO-O-CO-R2 in the presence of a strong acid, and then adding water to the reaction mixture. The products can be used in the synthesis of known herbicides, for instance by subjecting them, either directly or after hydrolysis to the corresponding free keto acid, to condensation with thiocarbohydrazide to form a 4-imino-3- mercapto-6-R1-1,2,4-triazin-5(4H)-one which can be alkylated, particularly methylated, to the corresponding herbicidally active 3-alkylthio triazinone.

372511

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