Synthesis of Some New 1,3,4-Thiadiazole, Thiazole and Pyridine Derivatives Containing 1,2,3-Triazole Moiety

Molecules. 2017 Feb 10;22(2):268. doi: 10.3390/molecules22020268.

Abstract

In this study, 1-(5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl)ethan-1-one, was reacted with Thiosemicarbazide, alkyl carbodithioate and benzaldehyde to give thiosemicarbazone, alkylidenehydrazinecarbodithioate and 3-phenylprop-2-en-1-one-1,2,3-triazole derivatives. The 1,3,4-thiadiazole derivatives containing the 1,2,3-triazole moiety were obtained via reaction of alkylidenecarbodithioate with hydrazonoyl halides. Also, hydrazonoyl halides were reacted with thiosemicarbazone and pyrazolylthioamide to give 1,3-thiazoles derivatives. Subsequently, 3-phenyl2-en-1-one was used to synthesize substituted pyridines and substituted nicotinic acid ester. The latter was converted to its azide compound which was reacted with aromatic amines and phenol to give substituted urea and phenylcarbamate containing 1,2,3-triazole moiety. The newly synthesized compounds were established by elemental analysis, spectral data and alternative synthesis whenever possible.

Keywords: 1,2,3-triazoles; 1,3,4-thiadiazoles; hydrazonoyl halides; nicotinic ester; pyridines.

MeSH terms

  • Pyridines / chemical synthesis*
  • Thiadiazoles / chemical synthesis*
  • Thiosemicarbazones / chemistry
  • Triazoles / chemical synthesis*

Substances

  • Pyridines
  • Thiadiazoles
  • Thiosemicarbazones
  • Triazoles
  • 1,3,4-thiadiazole