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

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (08): 1433-1438. Previous Articles Next Articles

Original Articles

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

(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-Lin^c

(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

Abstract

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

Cite this article

HUANG, Ming-Zhi^*,a,b ; LI, Hong-Wei ^a; PANG, Huai-Lin ^b,c ;
ZHANG, Quan ^d; REN, Ye-Guo ^b; YIN, Du-Lin^c
. 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[J]. Chin. J. Org. Chem., 2008, 28(08): 1433-1438.

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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

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

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