New 1,3,4-thiadiazol derivatives: Synthesis, computational study and X-Ray

Abstract

In this study, 4-hydroxyphenyl-3H-1,2,4-triazol-3-one derivatives (1a-d), cyanomethoxyphenyl-3-alkyl/aryl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-acetonitriles (2a-d) and bis amino-1,3,4-thiadiazol-5-alkyl/aryl-2,4-dihydro-3H-1,2,4-triazol-3-one (3a-d) were synthesized. The new compounds were characterized by elemental analyses, IR, 1H NMR, 13C NMR and mass spectral studies. The molecular structure of compound 2c was determined by X-ray diffraction. Vibrational data, 1H NMR and 13C NMR chemical shifts of compound 3 b were obtained by DFT/B3LYP/6–311++G(d,p) method and theoretical spectral data were compared with the experimental ones. Furthermore, Gauswiev 5.0 was used to visualize the results of the computation MEP surface for compound 3 b.