Abstract:
1,2,4-TRIAZOLYL-IMINODITHIOCARBONIC ACID ESTERS; I.E. N(1,2,4-TRIAZOL-3-YL)-IMINODITHIOCARBONIC ACID MONO AND DI (SAME AND MIXED) -ALKYL, ALKENYL, ALKYNYL, ALKYLMERCAPTO-ALKYL AND PHENYL-ALKYL ESTERS; OR N-(1,2,4-TRIAZOL-3YL)-DITHIOCARBAMIC ACID ALKYL, ALKENYL, ALKYNYL, ALKYLMER-CAPTO-ALKYL AND PHENYL-ALKYL ESTERS AND N-(1,2,4-TRIAZOL3-YL)-IMINODITHIOCARBONIC ACID DI (SAME AND MIXED) -ALKYL, ALKENYL, ALKYNYL, ALKYLMERCAPTO-ALKYL AND PHENYLALKYL ESTERS; WHICH POSSESS RODENT-, LEPORINE ANIMAL- AND RUMINANT-REPELLENT PROPERTIES, AND WHICH MAY BE PRODUCED BY CONVENTIONAL METHODS.
Abstract:
Certain novel 4-amino-1,2,4-triazine-5-one compounds of the formula:
in which R1 and R4 are hydrogen, alkyl, cycloalkyl, substituted phenyl or phenyl; R2 is hydrogen or alkyl; R3 is hydrogen, alkyl, phenyl, haloalkyl, phenylalkyl, or alkylphenyl, alkoxyphenyl or alkylmercaptophenyl; ARE PREPARED BY A NOVEL PROCESS COMPRISING REACTING A GLYOXYLIC ACID ESTER 2-ACYLHYDRAZONE OF THE FORMULA in which R1 and R4 are defined as above, and R is alkyl of from 1 to 4 carbon atoms, IS REACTED WITH A HYDRAZINE DERIVATIVE OF THE FORMULA
in which R2 and R3 are defined as above, IN THE PRESENCE OF AN ORGANIC SOLVENT. The novel compounds are outstandingly active as herbicides and are particularly useful as selective herbicides.