130231-69-5Relevant academic research and scientific papers
Structure and Synthesis of the Metribuzin Blue Dye. Synthesis and Reactions of 2,5-Dihydrazino-1,3,4-thiadiazole and its Derivatives
Jackman, Dennis Earl
, p. 1053 - 1057 (2007/10/02)
A blue pigment which sometimes accompanies the manufacture of the triazine herbicide metribuzin (5) was identified as the novel thiadiazole formazan 10 which arises from the reaction of two impurities 3 and 7.The latter compound is a keto acid derivative of 2,4-dihydrazinothiadiazole which in turn is an impurity in carbonothioic dihydrazide.Compound 7 has the interesting property of undergoing a facile oxidative decarboxylation in the presence of alcohols to form hydrazonate esters and in the presence of aliphatic amines to form red amidrazone dyes 9.The N-substituted dyes can be oxidized to ditriazolothiadiazoles 12.
