106307-45-3Relevant academic research and scientific papers
NUCLEOPHILIC REACTIONS AT A VINYLIC CENTER. XVII. FORMATION OF DERIVATIVES OF 1,3,4-THIADIAZOLE AND 1,3,4-OXADIAZOLE IN THE REACTION OF 2,2-DICHLOROVINYL SULFONES WITH THIOSEMICARBAZIDE AND SEMICARBAZIDE
Shainyan, B. A.,Indyukova, L. N.,Kalikhman, I. D.,Mirskova, A. N.
, p. 572 - 578 (2007/10/02)
The reaction of 2,2-dichlorovinyl sulfones with thiosemicarbazide and semicarbazide, leading to the formation of 2-alkyl(aryl)sulfomethyl-5-amino-1,3,4-thiadiazoles and 2-alkyl(aryl)sulfonylmethyl-5-amino-1,3,4-oxadiazoles respectively, was investigated.In contrast, the reactions of sulfonylacetic esters with thiosemicarbazide and semicarbazide lead to the formation of 3-sulfonylmethyl-5-mercapto-1,2,4-triazoles and 3-sulfonylmethyl-5-hydroxy-1,2,4-triazoles respectively.The derivatives of 1,3,4-thiadiazole and 1,3,4-oxadiazole are formed from the 2,2-dichlorovinyl sulfones by the substitution of the two chlorine atoms with subsequent cyclization of the intermediately formed salts.
