Synthesis, Crystal Structure and Herbicidal Activity of Methyl(E)-α-(Methoxyimino)-2-((4-(3-chloro-5-(trifluoromethyl)-pyridine-2-yl)phenoxy)methyl)benzeneacetate

被引:0
作者
曹杨羊
王维伟
杜晓华
机构
[1] CatalyticHydrogenationResearchCenterofZhejiangUniversityofTechnology,StateKeyLaboratoryBreedingBaseofGreenChemistry-SynthesisTechnology,ZhejiangKeyLaboratoryofGreenPesticidesandCleanerProductionTechnology,ZhejiangGreenPesticideCollaborativeInnovationCenter
关键词
synthesis; benzeneacetate; crystal structure; herbicidal activity;
D O I
10.14102/j.cnki.0254-5861.2011-2210
中图分类号
O626 [杂环化合物]; TQ457.2 [有机除草剂];
学科分类号
070303 ; 081704 ; 090403 ;
摘要
The title compound methyl(E)-α-(methoxyimino)-2-((4-(3-chloro-5-(trifluoromethyl) pyridine-2-yl)phenoxy)methyl)benzeneacetate(C23 H18 ClF3 N2 O4) has been synthesized and structurally characterized by 1 H and 13 C NMR, and HRMS. Its absolute molecular configuration was investigated by X-ray crystallography. The crystal crystallizes in monoclinic system, space group P21/c with a = 15.0928(7), b = 19.6070(10), c = 7.5535(5) ?, β = 98.176(5)°, V = 2212.6(2) ?3, Z =4, Dc = 1.438 g/cm3, F(000) = 984, μ(Mo Kα) = 0.231 mm-1, the final R = 0.0619 and wR = 0.1681 with 4034 observed reflections with I > 2σ(I). The title compound has significant inhibitory rate against broadleaf weeds. They are all 100% under the dose of 37.5 g.a.i/ha, which was better than mesotrione.
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页码:1123 / 1128
页数:6
相关论文
共 5 条
[1]   Syntheses and herbicidal activity of new triazolopyrimidine-2-sulfonamides as acetohydroxyacid synthase inhibitor [J].
Chen, Chao-Nan ;
Chen, Qiong ;
Liu, Yu-Chao ;
Zhu, Xiao-Lei ;
Niu, Cong-Wei ;
Xi, Zhen ;
Yang, Guang-Fu .
BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (14) :4897-4904
[2]  
Design and synthesis of N -2,6-difluorophenyl-5-methoxyl-1,2,4-triazolo[1,5- a]-pyrimidine-2-sulfonamide as acetohydroxyacid synthase inhibitor[J] . Chao-Nan Chen,Li-Li Lv,Feng-Qin Ji,Qiong Chen,Hui Xu,Cong-Wei Niu,Zhen Xi,Guang-Fu Yang.Bioorganic & Medicinal Chemistry . 2009 (8)
[3]  
The Pesticide Manual .2 Tomilin,C. D. S. The British Crop Protection Council Press . 2003
[4]  
Methyl3-Methoxy-2-Phenylpropenoate Derivatives Useful as Plant Fungicides and Plant Growth Regulators,Their Fungicidal Compositions,and Processes and Intermediates for Their Preparation .2 CLOUGH J M,GODFREY C R,DE F,et al. EP:278595 . 1988
[5]  
Synthesis and Herbicidal Activity of Phenylpyridines – A New Lead .2 Peter Schfer,Gerhard Hamprecht,Michael Puhl,Karl-Otto Westphalen,Cyrill Zagar. CHIMIA International Journal for Chemistry . 2003