Process for producing 1,2,4-triazin-5-one derivatives

Details Process for producing 1,2,4-triazin-5-one derivatives Process for producing 1,2,4-triazin-5-one derivatives

C - Chemistry, Metallurgy

07

D

260/248.6

C07D 253/06 (2006.01) A01N 43/707 (2006.01) C07D 253/075 (2006.01)

Patent

CA 1082705

ABSTRACT OF THE DISCLOSURE The present invention provides a process for producing 3-methyl-mercapto-4-amino-6-t-butyl-1,2,4-triazon-5-one, which is a known herbicide, and 3-methyl-mercapto-4-amino-6-(1-methyl- cyclopropyl)-1,2,4-triazon-5-one, which has not been described heretofore and also is selectively herbicidal. The process comprises a process for producing 1,2,4-triazin-5-one derivatives having the general formula (I) Image (I) wherein R represents the Image or Image radical which comprises reacting a compound having the general formula (II) R - ? - CN (II) wherein R has the above meanings, either a) with a tertiary alcohol having the general formula (III) HO - R1 (III) wherein R1 represents a t-alkyl radical containing 4 to 18 carbon atoms, or b) with an alkene having the general formula (IV) Image (IV) wherein R1 and R2 are identical or different and represent a hydrogen atom or an alkyl radical and R3 and R4 are identical or different and represent an alkyl radical and the alkyl radicals can contain 1 to 15 carbon atoms, to form an .alpha.-ketocarboxylic amide having the general formula (V) Image (V) when required after saponification to the free .alpha.-ketocarboxylic condensing acid, a compound having the formula (V) with thio- carbohydrazide to a 1,2,4-triazin-5-one compound having the general formula (VI) Image (VI) and methylating the mercapto group.

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