Synthesis and Characterisations of Some New 2, 4-dihydro-[1, 2, 4]-triazol-3-one Derivatives and X-ray Crystal Structures of 4-(3-phenylallylideneamino)-5-thiophen-2-yl-methyl-2, 4-dihydro-[1, 2, 4]triazol-3-one

Abstract

Compounds 2, were synthesised via the reaction of 4-amino-5-thiophen-2-yl- methyl-2, 4-dihydro-[1, 2, 4]- triazol-3-one (1) with aldehydes. Compounds 3 and 4 were obtained from compounds 2 with bromo acetophenone and ethyl bromoacetate, respectively. The synthesis of compounds 2, 3, and 4 and crystal structure of compound 2a are being reported. The molecular structures were identified by IR, 1H-NMR, 13 C-NMR, MS, and elemental analyses. Compound 2a crystallises in the monoclinic P 2<inf>1</inf> /n space group, with a = 6.565(5) Å, b = 18.278(5) Å, c = 13.8166(18) Å, β= 96.227(5) ° , V = 1553.6(14) Å3 , Z = 4. The newly compounds synthesised were screened for their antibacterial and antifungal properties. Among the compounds, 4d showed antimicrobial activity against Candida albicans ATCC 60193 and Candida tropicalis ATCC 13803. © TÜBITAK.