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Molecules 2010, 15(4), 2427-2438; doi:10.3390/molecules15042427

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 / Revised: 9 March 2010 / Accepted: 22 March 2010 / Published: 8 April 2010
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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 1,2,4-Triazole; triazolo[3,4-b][1,3]benzoxazole;primary amine; Schiff base; Mannich base
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

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.

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