新型取代3-[(5-苄硫-1,3,4-噁二唑-2-基)甲基]苯并[d]噻(噁)唑-2(3H)-酮的合成及杀菌活性  

Synthesis and Antifungal Activity of Novel 3-[(5-Benzylthio-1,3,4-oxadiazol-2-yl)methyl]benzo[d]thiazol-(oxazol)-2(3H)-ones

作　　者：阮铃莉[1] 范人杰[1] 刘幸海[1] 陈杰 翁建全[1] 

机构地区：[1]浙江工业大学化学工程学院,杭州310032 [2]国家南方农药创制中心浙江基地生测部,杭州310023

出　　处：《有机化学》2015年第5期1166-1172,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.30900959);浙江省公益性(No.2014C31127)资助项目~~

摘　　要：为寻找新型高效杂环农药先导化合物,以取代苯并噻(噁)唑酮为原料,经取代、肼化、环化、苄基化反应合成了21个新型取代3-[(5-苄硫-1,3,4-噁二唑-2-基)甲基]苯并[d]噻(噁)唑-2(3H)-酮类化合物,并利用1H NMR,IR,EI-MS及元素分析对其结构进行表征.初步生物活性试验结果表明,在50 mg/L浓度下,大部分化合物对黄瓜炭疽病菌(Colletotrichum orbiculare),灰葡萄孢菌(Botrytis cinerea)和水稻纹枯病菌(Rhizoctonia solani)具有中等杀菌活性,其中化合物5b对灰葡萄胞菌和水稻纹枯病菌的抑制率均达到了85%以上.In order to find novel biologically active pesticide lead compounds, twemy-one novel 3-[（5-benzylthio-1,3,4- oxadiazol-2-yl）methyl]benzo[d]thiazol（oxazol）-2（3H）-ones were synthesized by 2-benzothiazolinone/benzoxazolone as starting materials via substitution, hydrazine, cyclization and the last benzylation reaction. The structures of the title compounds were characterized by ^1H NMR, IR, EI-MS and elemental analysis. The preliminary bioassay results indicated that most of them showed moderate inhibition activity against Colletotriehum orbieulare, Botrytis einerea and Rhizoctonia solani at 50 mg/L, and the inhibition rate of compound 5b against Botrytis cinerea and Rhizoctonia solani reached above 85%.

关 键 词：苯并噻(噁)唑酮 硫醚 1 3 4-噁二唑 微波合成 杀菌活性 

分 类 号：O626[理学—有机化学] TQ450.1[理学—化学]