5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1,3,4-噁二唑-2-硫酮的合成、晶体结构及生物活性研究  

Synthesis,Crystal Structure and Biological Activities of 5-(2-Aryloxy-methylbenzimidazole-1-carbadehyde)-1,3,4-oxadiazole-2-thione

作　　者：魏太保[1] 陈靖[1] 徐蓉[1] 张有明[1] 

机构地区：[1]西北师范大学化学化工学院甘肃省高分子材料重点实验室,兰州730070

出　　处：《有机化学》2009年第5期758-763,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20671077);甘肃省自然科学基金(No.3ZS061-A25-027);甘肃省中青年科技研究基金(No.3YS051-A25-010)资助项目

摘　　要：以2-芳氧甲基苯并咪唑-1-乙酰肼类化合物为原料在微波辐射条件下合成了10种尚未见文献报道的5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1,3,4-噁二唑-2-硫酮衍生物,化合物结构经IR,1HNMR,13CNMR和元素分析进行了表征.6a晶体结构表明,该化合物通过分子间氢键自组装成了沿b轴无限延伸的一维链状超分子结构,属于单斜晶系,P21/c空间群,a=11.5484(13),b=16.5319(19),c=11.3595(14),β=108.755(2)°,Z=2,V=2053.6(4)3,Dx=1.328g/cm3,F(000)=860,μ=0.19mm-1,R=0.060,wR=0.196.初步生物活性试验结果表明该系列部分化合物对油菜幼苗的生长具有明显的生长调节作用,并对枯草杆菌具有一定的抑制作用.A series of new 5-（2-aryloxymethylbenzimidazole-1-carbadehyde）-1,3,4-oxadiazole-2-thione were synthesized by 2-[（un）substituted phenoxymethyl]benzimidazole-1-acetohydrazides under microwave irradiation conditions. The structures of all synthesized compounds were confirmed by IR, ^1H NMR, ^13C NMR spectra and elemental analysis. In the crystal of 6a , the compound was assembled to a linear supramolecular structure along axis b by the intermolecular hydrogen bonds. Crystal data： monoclinic, space group P21/c, a=11.5484（13） A, b=16.5319（19）A, c=11.3595（14） A, β=108.755（2）°, Z=2; V= 2053.6（4） A^3, Dx=1.094 g/cm^3, F（000）=860, μ=0.19 mm^-1, R=0.060, and wR=0.196. The preliminary biological activity tests show that some of the title compounds have obvious regulating activities for the growth of the rape, and some compounds such as 6a and 6h possess satisfactory activity of growth inhibition against B. subtilis at a test concentration.

关 键 词：5-(2-芳氧甲基苯并咪唑-1-亚甲基)-1 3 4-噁二唑-2-硫酮 合成 晶体结构 生物活性 

分 类 号：TQ463.5[化学工程—制药化工]