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

Authors

KEMAL SANCAK
YASEMİN ÜNVER
CANAN KAZAK
ESRA DÜĞDÜ
BURCU ARSLAN

DOI

10.3906/kim-0905-1

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_1/n space group, with a = 6.565(5) Å, b = 18.278(5) Å, c = 13.8166(18) Å, \beta = 96.227(5)°, V = 1553.6(14) Å^3, 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.

Keywords

1, 2, 4-Triazole, aldehydes, ethyl bromoacetate, bromo acetophenone, X-ray crystallography, antimicrobial activity

First Page

771

Last Page

780

Recommended Citation

SANCAK, KEMAL; ÜNVER, YASEMİN; KAZAK, CANAN; DÜĞDÜ, ESRA; and ARSLAN, BURCU (2010) "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," Turkish Journal of Chemistry: Vol. 34: No. 5, Article 8. https://doi.org/10.3906/kim-0905-1
Available at: https://journals.tubitak.gov.tr/chem/vol34/iss5/8