Paper
Synthesis and Antibacterial Activities of 1-Substituted-4-[5-(4-substitutedphenyl)-1,3,4-thiadiazol-2-sulfonyl] piperazine Derivatives
Published 2014 · Wu Qi
Chinese Journal of Synthetic Chemistry
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Abstract
Sixteen novel 1-substituted-4-[5-(4-substituted phenyl)-1,3,4-thiadiazol-2-sulfonyl]piperazine derivatives(4a ~ 4p) were designed and synthesized by connection reaction of 1,3,4-thiadiazol with N-substitued piperazine.The structures were characterized by1 H NMR,13 C NMR,IR and elemental analysis.Effects of the solvent,acid acceptor and reaction temperature on the yield of 1-methyl-4-[5-(4-nitrophenyl)-1,3,4-thiadiazol-2-sulfonyl]piperazine(4a) were investigated.The optimum reaction conditions for synthesizing 4a with the yield of 75% at 25 ℃ for 5 h were as follows:acetonitrile was solvent and triethylamine was acid acceptor.The antibacterial activities of 4a ~ 4p against G.zeae,C.mandshurica and F.oxysporum were investigated by growth rate method.The results indicated that 1-methyl-4-[5-(4-fluorobenzyl)-1,3,4-thiadiazol-2-sulfonyl]piperazine(4d) and 1-methyl-4-[5-(4-propinyl)-1,3,4-thiadiazol-2-sulfonyl]piperazine(4n) exhibited better antibacterial activities at 50 μg·mL-1.
1-Substituted-4-[5-(4-substitutedphenyl)-1,3,4-thiadiazol-2-sulfonyl]piperazine derivatives show promising antibacterial activities against G.zeae, C.mandshurica, and F.oxyspor
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