Synthesis and isomerism of hydrazones of 2-(5-thioxo-4,5-dihydro-1,3,4-thiadiazol- 2-ylthio)acetohydrazide

摘要

New hydrazones of 2-(5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-ylthio)acetohydrazide have been obtained and the percentages of anti/syn-conformers were determined.Based on the analyses of ~1H NMR spectra,it was concluded that for hydrazones obtained from the 2-hydroxybenzaldehydes and 2'-hydroxycetophenones the ratio between the anti-and syn-conformers depends on the strength of intramolecular hydrogen bond(IMHB)between the nitrogen atom of the imino group and the proton of the 2-hydroxy group.It was shown that increase in IMHB strength results in stabilization of the anti- conformer in solution.