有机化学 ›› 2008, Vol. 28 ›› Issue (08): 1433-1438. 上一篇    下一篇

研究论文

N-[2,4-二取代-5-(3-甲基-2,6-二氧-4-三氟甲基-1,2,3,6-四氢嘧啶-1-基)苯基]酰亚胺类化合物的合成及除草活性

黄明智*,a,b ; 李宏伟a ; 庞怀林b,c ; 张 泉d ; 任叶果b ; 尹笃林c   

  1. (a华中师范大学化学学院 武汉 430079)
    (b湖南化工研究院国家农药创制工程技术研究中心 长沙 410007)
    (c湖南师范大学化学生物学及中药分析教育部重点实验室 长沙 410081)
    (d中国科学院昆明植物研究所 植物化学与西部植物资源持续利用国家重点实验室 昆明 650204)
  • 收稿日期:2007-10-30 修回日期:2008-03-08 发布日期:2008-08-18
  • 通讯作者: 黄明智

Synthesis and Herbicidal Activity of N-[2,4-Disubstituted-5- (3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6- tetrahydropyrimidin-1-yl)phenyl]imides

HUANG, Ming-Zhi*,a,b ; LI, Hong-Wei a; PANG, Huai-Lin b,c ;
ZHANG, Quan d ; REN, Ye-Guo b; YIN, Du-Linc
  

  1. (a College of Chemistry, Central China Normal University, Wuhan 430079)
    (b National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry,
    Changsha 410007)
    (c Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education,
    Hunan Normal University, Changsha 410081)
    (d State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany,
    Chinese Academy of Sciences, Kunming 650204)
  • Received:2007-10-30 Revised:2008-03-08 Published:2008-08-18
  • Contact: HUANG, Ming-Zhi

脲嘧啶类化合物具有显著的除草活性. 设计并合成了10个未见文献报道的N-[2,4-二取代-5-(3-甲基-2,6-二氧-4-三氟甲基-1,2,3,6-四氢嘧啶-1-基)苯基]酰亚胺类化合物, 其化学结构经1H NMR, IR, HPLC/MS和元素分析表征. 初步生物活性测定结果表明, 该类化合物具有一定的除草活性, 如9a, 9b, 9c, 9f, 9g和9h在有效成分75 g/hm2剂量下, 茎叶处理对苘麻(Abutilon theophrasti Medic )、刺苋(Amaranthus spinosus)等双子叶杂草的抑制率达90%以上.

关键词: 脲嘧啶, 除草活性, 原卟啉原氧化酶, 合成, 酰亚胺

Uracil compounds have significant herbicidal activity. Ten N-[2,4-disubstituted-5-(3-methy-2,6- di-oxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenyl]imides were designed and synthesized. Their structures were confirmed by 1H NMR, IR, HPLC/MS and elemental analysis. Preliminary bioassay showed that most of title compounds had good herbicidal activity, for example, 9a, 9b, 9c, 9f, 9g and 9h exhibited more than 90% inhibition aganist dicotyledon weeds, such as Abutilon theophrasti Medic and Amaranthus spinosus at an active ingredient 75 g/hm2 in post-emergence treatment.

Key words: protox, herbicidal activity, phthalimide, synthesis, uracil