(1′-烷氧羰基)-2,6-双((4,6-二甲氧嘧啶-2-基)氧基)苯甲酸甲/乙酯的合成及除草活性  

Synthesis of(1′-alkyloxycarbonyl)methyl/ethyl 2,6-bis((4,6-dimethoxypyrimidin-2-yl)oxy)benzoates and their herbicidal activities

作　　者：周静 郭梦磊 何泉龙 原子杨 覃兆海[2] 杜晓英[1] ZHOU Jing;GUO Menglei;HE Quanlong;YUAN Ziyang;QIN Zhaohai;DU Xiaoying(College of Agriculture,Yangtze University,Jingzhou 434000,Hubei Province,China;College of Sciences,China Agricultural University,Beijing 100193,China)

机构地区：[1]长江大学农学院,湖北荆州434000 [2]中国农业大学理学院,北京100193

出　　处：《农药学学报》2025年第1期40-48,共9页Chinese Journal of Pesticide Science

基　　金：湖北省教育厅资助项目(No.B2021051).

摘　　要：以溴代羧酸与醇为原料,经DCC(1,3-二环己基碳二亚胺)缩合得到溴代羧酸酯,再与双草醚在碳酸钾条件下经亲核取代反应得到31个目标化合物Ia-1~Ia-16和Ib-1~Ib-15,其结构经核磁共振氢谱(^(1)H NMR)、碳谱(^(13)C NMR)及高分辨质谱(HRMS)确证。初步除草活性结果表明,在100和10 mg/L下,该系列化合物对稗草均表现出相似但不同程度的抑制活性,其中化合物Ib-13活性最高,对稗草的鲜重抑制率分别达到92.98%和58.40%,但低于对照药剂嘧啶肟草醚(100.00%和94.10%)。光解研究结果显示,化合物Ib-11具有很好的光稳定性,难以光解为双草醚,这解释了为何这些化合物的除草活性低于双草醚肟酯和酚酯。Thirty-one title compounds,including Ia-1 to Ia-16 and Ib-1 to Ib-15,were synthesized through nucleophilic substitution of bispyribac with various brominated carboxylic acid esters in the presence of potassium carbonate.Their structures were confirmed using^(1)H NMR,^(13)C NMR,and HRMS.Preliminary herbicidal activity results indicated that these compounds exhibited similar but varying degrees of inhibitory activity on barnyard grass at dosages of 100 and 10 mg/L.Compound Ib-13 showed the highest activity,with inhibition rates of fresh weight on barnyard grass at 92.98%and 58.40%,respectively,although lower than the control herbicide pyribenzoxim(100.00%and 94.10%).The photolytic behavior of Ib-11 revealed that it is highly stable under light irradiation,suggesting these compounds are not easily degraded to bispyribac,which could explain why they display lower activity than bispyribac oxime esters and phenolic esters.

关 键 词：双草醚 双草醚酯 除草活性 光解行为 

分 类 号：TQ457.2[化学工程—农药化工]