Synthesis, crystal structure, and antioxidant properties of novel 1,2,4-triazol-5-ones containing 3,4-dimethoxyphenyl and 3,4-dihydroxyphenyl moiety

Authors

YASEMİN ÜNVER
SEVGİ MEYDANAL
KEMAL SANCAK
DİLEK ÜNLÜER
REŞAT USTABAŞ
ESRA DÜĞDÜ

Abstract

A series of new 4-(3,4-dimethoxyphenethyl)-5-akyl/aryl-2H- 1,2,4-triazol-3(4H)-ones (3a-g) was obtained by the reaction of ethyl 2-(ethoxy)(alkylidene/arylidene)hydrazinecarboxylate (1) and 2-(3,4-dimethoxyphen- yl)ethanamine (2). Compounds 4a-f and 5 were synthesized from the reaction of corresponding compounds 3a-f and 3g with BBr_3, respectively. With elemental analysis, IR, ^1H-NMR, and ^{13C-NMR spectral data, 14 newly synthesized compounds were characterized. The structure of compound 3a was inferred through IR, ^1H- and ^{13}C-NMR, elemental analysis, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4a, 4c, 4d, 4f, and 5 exhibited the highest degree of antioxidant activity.

DOI

10.3906/kim-1006-707

Keywords

Synthesis, 1, 2, 4-triazole-3-one, antioxidant activity, X-ray

First Page

265

Last Page

277

Recommended Citation

ÜNVER, YASEMİN; MEYDANAL, SEVGİ; SANCAK, KEMAL; ÜNLÜER, DİLEK; USTABAŞ, REŞAT; and DÜĞDÜ, ESRA (2011) "Synthesis, crystal structure, and antioxidant properties of novel 1,2,4-triazol-5-ones containing 3,4-dimethoxyphenyl and 3,4-dihydroxyphenyl moiety," Turkish Journal of Chemistry: Vol. 35: No. 2, Article 10. https://doi.org/10.3906/kim-1006-707
Available at: https://journals.tubitak.gov.tr/chem/vol35/iss2/10