苯嘧磺草胺的合成和生物活性测定  

Synthesis and Herbicidal Activity of Saflufenacil

作　　者：高永超[1] 陈颖涵[2] 周鼎[1] 李林[1] 

机构地区：[1]河北医科大学药学院,石家庄050011 [2]中国海洋大学医药学院,山东青岛266000

出　　处：《农药》2012年第8期565-568,共4页Agrochemicals

摘　　要：[目的]脲嘧啶类除草剂苯嘧磺草胺具有优异的除草活性,研究其合成及分析方法,并进行除草活性测定。[方法]2-氯-4氟苯甲酸(2)经酯化、硝化、还原等反应制得2-氯-4-氟-5-氨基苯甲酸甲酯(5),化合物5与三光气反应生成异氰酸酯(6),化合物6与4,4,4-三氟-β-氨基巴豆酸乙酯(7)环合后经甲基化、水解、酰氯化后与侧链N-甲基-N-异丙基氨基磺酰胺(12)缩合得目标化合物苯嘧磺草胺(saflufenacil,1)。[结果]总收率6.26%。关键中间体和目标化合物结构通过1H NMR、IR和MS确认。经HPLC分析,产品纯度达到99.8%。[结论]目的产物与外购的商品进行了除草活性对照试验,结果显示活性基本一致。[Aims] Saflufenacil is a new kind of herbicide with excellent herbicidal actiity. The aim is to study its synthesis, analysis method and evaluate herbicidal activity. [Methods] Methyl 5-amino-2-chloro-4-fluorobenzoate （5） was produced from 2-chloro-4-fluorobenzoic acid by esterification, nitration and reduction, then reacted with triphosgene to give methyl 2-chloro-4-fluoro-5-isocyanatobenzoate（6）, 6 was cyclized with ethyl 3-amino-4,4,4-trifluorobut-2-enoate, then methylated, followed by hydrolysis to obtain 2-chloro-5-（2,6-dioxo-4-（trifluoromethyl）-2,3-dihydropyrimidin- l（6H）-yl）-4-fluorobenzoic acid（10）, which was reacted with N-methyl-N-isopropyl sulfamide to give target compound. [Results] Overall yield was 6.26%. The chemical structures were confirmed by 1H NMR, IR and MS. Purity was 99.8% by HPLC analysis. [Conclusions] The herbicidal activities of the target compound and purchased saflufenacil were compared. And the same results were obtained

关 键 词：除草剂 苯嘧磺草胺 合成 

分 类 号：TQ457.2[化学工程—农药化工]