89880-03-5

Upstream product

• 97149-60-5 5-phenyl-3-thioureido-1,2,4-thiadiazole 
• 89880-02-4 N-carbamoyl-N'-thiobenzoylguanidine 
• 7746-72-7 N¹-benzoyl-N³-cyanoguanidine 
• 27182-54-3 5-phenyl-1,2,4-thiadiazol-3-amine 
• 97149-59-2 3--5-phenyl-1,2,4-thiadiazole 

Relevant academic research and scientific papers

1,2,4-Thiadiazolylureas. A Postcript to the Oxidative Cyclisation of Thionoamidines

The identity of authentic 5-phenyl-3-ureido-1,2,4-thiadiazole synthesized from the pre-formed heterocycle, and of the product of the oxidative cyclisation of N1-carbamoyl-N3-thiobenzoylguanidine, confirms the structure of 5-substituted-3-ureido-1,2,4-thiadiazoles obtained by either route.

Cyclic Meso-ionic Compounds. Part 23. Novel Chemistry of 1,2,4-Thiadiazoles and Their Transformation into Meso-ionic 1,2,4-Thiadiazolium Derivatives

Representatives of two new classes of meso-ionic heterocycles have been synthesised, the 1,2,4-thiadiazolium-3-olate (8) and the 1,2,4-thiadiazolium-3-tosylaminide (25).The reactions of 1,2,4-thiadiazoles and nucleophiles follow two general pathways: (i) reductive transformation to N-thiobenzoyl derivatives and (ii) elimination of elemental sulphur and the formation of N-benzoyl derivatives.A mechanistic rationale is proposed for the operation of pathways (i) and (ii).Earlier views on the oxidative formation of certain 1,2,4-thiadiazoles are corrected.A novel synthetic route to heterocycles containing sulphur-nitrogen bonds is described. 1,2,4-Thiadiazoles are formed by oxidation of N-thiobezoylureas and N-thiobenzoylguanidines by bis(4-methoxyphenyl) telluroxide.