Process for the production of 1,2,4-triazin-5-one derivatives

US4175188A · kind A · utility

Assignee

• Deutsche Gold- und Silber-Scheideanstalt Vormals Roessler

Inventors

• Herbert Klenk · Hanau, DE
• Werner Schwarze · Frankfurt, DE
• Wolfgang Leuchtenberger

Key dates

• Filing date: Jul 12, 1978
• Grant date: Nov 20, 1979
• Expiry date: Jul 12, 1998

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A01N43/707
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

1,2,4-triazin-5-one compounds of the general formula (I) ##STR1## where R is ##STR2## are prepared by reacting a compound of general formula (II) ##STR3## in which R is defined above with either (a) a tertiary alcohol of general formula (III) EQU HO--R' (III) PA0 in which R' is a t-alkyl group having 4 to 18 carbon atoms, especially t-amyl or t-octyl or preferably t-butyl or PA0 (b) an alkene of general formula (IV) ##STR4## in which R.sub.1 and R.sub.2 are the same or different and are hydrogen or an alkyl group and R.sub.3 and R.sub.4 are the same or different and wherein the alkyl groups in each case can be 1 to 15 carbon atoms and wherein preferably R.sub.1 and R.sub.2 are hydrogen and R.sub.3 and R.sub.4 each are methyl to form an .alpha.-ketocarboxylic acid amide of general formula (V) ##STR5## and this, in a given case after previous saponification to the free acid, condensed with thiocarbohydrazide ##STR6## to form a 1,2,4-triazin-5-one compound of general formula (VI) ##STR7## and then the mercapto group is methylated.