3-(2-氯-4-三氟甲基)苯氧基取代苯甲酰腙衍生物的合成与生物活性有机化学.pdfVIP

DOI: 10.6023/cjoc201204022 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 3-(2-氯-4-三氟甲基)苯氧基取代苯甲酰腙衍生物的合成与生物活性 刘建超 崔泽平 贺红武* (华中师范大学化学学院 武汉 430079) 摘要 选择 3-(2-氯-4-三氟甲基苯氧基)苯甲酸为起始原料, 经酰氯化, 再与乙醇反应成酯, 然后和水合肼反应, 最后与 芳香醛缩合, 合成了 10 个未见文献报道的 3-(2-氯-4-三氟甲基苯氧基)苯甲酰腙 4. 通过 IR, 1H NMR, EI-MS, 元素分析 等方法对所合成的化合物进行了结构表征. 代表化合物4-氯苯亚甲基-3-(2-氯-4-三氟甲基苯氧基)苯甲酰腙(4f)经单晶X 衍射证实了结构. 并初步测定了所合成化合物的杀菌和除草活性. 结果表明: 部分测试化合物在50 mg/L 浓度下对水稻 纹枯菌和黄瓜灰霉菌具有优良的抑制效果, 在 100 mg/L 浓度下对油菜和稗草的根显示一定的抑制效果. 关键词 苯甲醛; 苯甲酰腙; 杀菌活性; 除草活性 Synthesis and Pesticidal Activity of 3-(2-Chloro-4-trifluoromethyl)phenoxy Benzoylhydrazones Liu, Jianchao Cui, Zeping He, Hongwu* (College of Chemistry, Central China Normal University, Wuhan 430079) Abstract A series of new substituted benzaldehyde (or 2-furaldehyde) 3-(2-chloro-4-trifluoromethyl)phenoxy benzoylhy- drazones 4 have been designed and synthesized by the reactions of substituted aldehydes with intermediate 3 in 64%～89% yields. The structures of compounds 4 have been confirmed by 1H NMR, IR, EI-MS and elemental analyses. The structure of 4-chloro-benzaldehyde 3-(2-chloro-4-trifluoromethyl)phenoxy benzoylhydrazone (4f) has been determined by X-ray single crystal diffraction. The results of preliminary bioassay indicated that some compounds possess good fungicidal activities against Rhizoctonia solani and Botrytis cinereapers at a dosage of 50 mg/L and moderate herbicidal activity against the roots of rape and barnyard grass at 100 mg/