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MICROWAVE-PROMOTED SYNTHESIS AND BIOLOGICAL ACTIVITY OF SOME 2-HETARYLMETHYL-4-(4-HETARYLPHENYL)-5-METHYL-2,4-DIHYDRO-3H-1,2,4-TRIAZOL-3-ONE DERIVATIVES

Musa Özil, Osman Bodur, Serdar Ülker, Bahittin Kahveci
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Abstract


A series of fused and non-fused 1,2,4-triazole derivatives were prepared starting from ethyl 4-[1-(2-ethoxy-2-oxoethyl)-3-methyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]benzoate. Firstly, both ethyl ester groups were simultaneously transformed into hydrazide groups, then into 4-amino-5-mercapto-4H-1,2,4-triazol-3-yl groups using both microwave-assisted and conventional methods. The latter products interacted with 2 equiv of phenacyl bromides, chloroacetone, or chloroacetic acid to form ring assemblies containing two [1,2,4]triazolo[3,4-b][1,3,4]thiadiazine fragments. Cyclization using 2 equiv of carboxylic acids, urea, or CS2 leads to the corresponding [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives. The synthesized compounds were evaluated in regard to their antimicrobial, anti-lipase, and antiurease activities.

How to Cite
Özil, M.; Bodur, O.; Ülker, S.; Kahveci, B. Chem. Heterocycl. Compd. 2015, 51, 88. [Khim. Geterotsikl. Soedin. 2015, 51, 88.]

For this article in the English edition see DOI 10.1007/s10593-015-1664-y


Keywords


1,2,4-triazole; triazolothiadiazines; triazolothiadiazoles; fused system; microwave synthesis

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