[5-(芳亚甲基氨基)-1,3,4-噻二唑-2-基]硫乙酰芳胺的合成及生物活性研究

Synthesis and Biological Activity of [5-(Arylmethylideneamino)-1,3,4-thiadiazol-2-yl]thioacetanilides

在K2CO3存在下利用聚乙二醇-400(PEG-400)作相转移催化剂,于固-液相转移催化条件下,通过5-芳亚甲基氨基-2-巯基-1,3,4-噻二唑与氯乙酰芳胺的硫烷基化反应,合成了16个未见文献报道的[5-(芳亚甲基氨基)-1,3,4-噻二唑-2-基]硫乙酰芳胺衍生物.经元素分析,FT-IR,1HNMR和13CNMR确证了其结构.生物活性实验结果表明,部分化合物对小麦幼苗的生长具有明显的植物生长调节活性,并对枯草杆菌具有一定的抑制活性.

Sixteen novel derivatives of [5-（arylmethylideneamino）-1,3,4-thiadiazol-2-yl]thioacetanilide were synthesized by the reaction of S-alkylation of 5-arylmethylideneamino-2-mercapto-1,3,4-thiadiazole with chloroacetanilides under the conditions of solid-liquid phase transfer catalysis using PEG-400 as a phase transfer catalyst in the presence of potassium carbonate. All the products were characterized by elemental analysis, FT-IR, 1H NMR and 13C NMR spectra. The preliminary biological activity tests showed that some of the title compounds had obvious regulating activities for the growth of wheat, and some compounds such as 4a and 4e possessed satisfactory activity of growth inhibition against B. subtilis at a test con- centration （20 mg/mL）.