以4-氟苯甲酸为原料,经过酯化、肼解、关环生成5-(4-氟苯基)-1,3,4-噁二唑-2-硫酮,再与溴乙酸乙酯、水合肼反应得到中间体2-[(4-氟苯基)-1,3,4-噁二唑-2-硫基]·乙酰肼,最后中间体酰肼与取代苯甲醛在冰乙酸中回流得到-系列含有1,3,4-噁二唑环的乙酰腙类化合物。目标化合物结构经元素分析、IR、1HNMR、ESI-MS得到确证,并通过K-B纸片法初步测定了它们的生物活性。结果表明,部分化合物具有-定的抑菌活性。
5-( 4-Fluorophenyl )-1, 3, 4-oxadiazole-2-thione was synthesized from 4-fluorobenzoic acid via esterification, hydrazinolysis and cyclization. The intermediate 2-[ 5-( 4-fluorophenyl)-l, 3, 4-oxadiazol-2-yl- sulfanyl] -acetohydrazide was obtained by the reaction of 5-( 4-fluorophenyl ) -1,3,4-oxadiazole-2-thione with" ethyl bromoacetate and hydrazine hydrate. Finally, a series of acylhydrazone derivaties containing 1,3,4-oxadiazole were prepared by substituted benzaldehydes with intermediate aeylhydrazine in glacial acetic acid. The structures of the titled compounds were characterized by means of elemental analysis, IR, MS,~ H NMR. The preliminary biological tests by K-B method showed that parts of as-synthesized compounds exhibite moderate anti-bacteria activity.