5-(4-氟苯基)-1,3,4-噁二唑-2-巯基乙酰腙类化合物的合成、表征及生物活性  

Synthesis,Characterization and Biological Activities of 5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl-sulfanyl Acetyl Hydrazones

作　　者：沈生强 孙晓红[1,2] 刘源发[3] 靳如意[2] 陈邦[3] 马海霞[2] 

机构地区：[1]西北大学化学研究所,西安710069 [2]西北大学化工学院,西安710069 [3]西北大学化学与材料学院,西安710069

出　　处：《化学通报》2014年第3期265-269,共5页Chemistry

基　　金：国家自然科学基金项目(21073141和21373161)资助

摘　　要：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一系列含有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、1H NMR、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,部分化合物具有一定的抑菌活性。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.

关 键 词：酰腙 1 3 4-噁二唑 合成 表征 生物活性 

分 类 号：O626[理学—有机化学]