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Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives
Department of Chemistry, Karadeniz Technical University, 61080 Trabzon, Turkey
Department of Biology, Rize University, 53100 Rize, Turkey
* Author to whom correspondence should be addressed.
Received: 12 February 2010; in revised form: 9 March 2010 / Accepted: 22 March 2010 / Published: 8 April 2010
Abstract: Some novel 4,5-disubstituted-2,4-dihydro-3H-1,2,4-triazol-3-one (3, 6, 8, 9) derivatives and or 3-(4-methylphenyl)[1,2,4]triazolo[3,4-b][1,3]benzoxazole (5) were synthesized from the reaction of various ester ethoxycarbonylhydrazones (1a-e) with several primary amines. The synthesis of 4-amino-5-(4-chlorophenyl)-2-[(5-mercapto-1,3,4-oxadiazol-2-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (13) was performed starting from 4-Amino-5-(4-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (2) by four steps; then 13 was converted to the corresponding Schiff base (14) by using 4-methoxybenzaldehyde. Finally, two Mannich base derivatives of 14 were obtained by using morpholine or methyl piperazine as amine component. All newly synthesized compounds were screened for their antimicrobial activities and some of which were found to possess good or moderate activities against the test microorganisms.
Keywords: 1,2,4-Triazole; triazolo[3,4-b][1,3]benzoxazole;primary amine; Schiff base; Mannich base
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Bektaş, H.; Karaali, N.; Şahin, D.; Demirbaş, A.; Karaoglu, Ş.A.; Demirbaş, N. Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives. Molecules 2010, 15, 2427-2438.
Bektaş H, Karaali N, Şahin D, Demirbaş A, Karaoglu ŞA, Demirbaş N. Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives. Molecules. 2010; 15(4):2427-2438.
Bektaş, Hakan; Karaali, Nesrin; Şahin, Deniz; Demirbaş, Ahmet; Karaoglu, Şengül Alpay; Demirbaş, Neslihan. 2010. "Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives." Molecules 15, no. 4: 2427-2438.