期刊
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
卷 15, 期 6, 页码 10908-10925出版社
MDPI
DOI: 10.3390/ijms150610908
关键词
hydrazinecarbothioamide; 1,2,4-triazole-3-thione; cyclization; alkylation; antioxidant activity; diarylsulfone; 2,4-difluorophenyl moiety
资金
- University of Medicine and Pharmacy Carol Davila Bucharest [28492/30.10.2012]
In the present investigation, new hydrazinecarbothioamides 4-6 were synthesized by reaction of 4-(4-X-phenylsulfonyl)benzoic acids hydrazides (X= H, Cl, Br) 1-3 with 2,4-difluorophenyl isothiocyanate and further these were treated with sodium hydroxide to obtain 1,2,4-triazole-3-thione derivatives 7-9. The reaction of 7-9 with alpha-halogenated ketones, in basic media, afforded new S-alkylated derivatives 10-15. The structures of the synthesized compounds have been established on the basis of H-1-NMR, C-13-NMR, IR, mass spectral studies and elemental analysis. The antioxidant activity of all compounds has been screened. Hydrazinecarbothioamides 4-6 showed excellent antioxidant activity and 1,2,4-triazole-3-thiones 7-9 showed good antioxidant activity using the DPPH method.
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