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Fluorine-contained pyribenzoxim compound with herbicidal activity and preparation method thereof

A technology of fluramiflub and herbicidal activity, which is applied in the field of herbicidally active fluramiflun-like compounds and the preparation thereof, which can solve the problems of unsatisfactory control effect and achieve environmental friendliness, high yield and good purity Effect

Active Publication Date: 2013-10-02
JINTAN XINDE AGRI SCI & TECH COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] At the end of the 1980s, the pyrimidine salicylic acid herbicide was first discovered and developed by Japan Combination Chemicals, the first commercialized bispyribac-sodium (Bispyribac-sodium) (CN1035292A), and then South Korea LG Chemical Company developed pyrimidine Pyribenzoxim (EP658549A1), the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences and Zhejiang Chemical Technology Group Co., Ltd. jointly developed propylfen and isopropylfen (CN112793C), but these compounds are harmful to barnyardgrass in rice fields The control effect of weeds such as grass, red-legged barnyardgrass, two-eared paspalum, and rice barnyardgrass is not ideal

Method used

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  • Fluorine-contained pyribenzoxim compound with herbicidal activity and preparation method thereof
  • Fluorine-contained pyribenzoxim compound with herbicidal activity and preparation method thereof
  • Fluorine-contained pyribenzoxim compound with herbicidal activity and preparation method thereof

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Embodiment Construction

[0120] Below in conjunction with specific embodiment, the present invention is further described in detail:

[0121] The to-be-prepared herbicide containing trifluoromethylbenzene-trifluoromethyl benzene-containing fluramiflub compound with high herbicidal activity is represented by the general formula (I):

[0122]

[0123] R=o,m,p-CF3

[0124] Wherein R is a substituted compound of o-, m-, p-trifluoromethylbenzene.

[0125] There are three structures of fluramifluzed compounds:

[0126] Fluorumazepam A: O-[2,6-bis(4,6-dimethoxypyrimidinyl-2-yloxy)benzoyl](2-trifluoromethyl)benzaldehyde oxime;

[0127] Fluoxaflub B: O-[2,6-bis(4,6-dimethoxypyrimidinyl-2-yloxy)benzoyl](3-trifluoromethyl)benzaldehyde oxime;

[0128] Fluorumazepam C: O-[2,6-bis(4,6-dimethoxypyrimidinyl-2-yloxy)benzoyl](4-trifluoromethyl)benzaldehyde oxime;

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Abstract

The invention discloses a fluorine-contained pyribenzoxim compound with herbicidal activity and a preparation method thereof. The chemical name of the fluorine-contained pyribenzoxim compound is O-[2,6-bis(4,6-dimethoxy-2-pyrimidyl) oxy] benzophenone (2-trifluoromethyl) formaldoxime, the molecular formula of the fluorine-contained pyribenzoxim compound is C27H22N5O8F3, and the molecular weight of the fluorine-contained pyribenzoxim compound is 601.5. The fluorine-contained pyribenzoxim compound has three isomerides. The invention discloses molecular structural formulas and physical properties of the three isomerides. Meanwhile, the invention discloses a preparation method taking substitute trifluoromethyl-benzaldehyde, 2,6-bis(4,6-dimethyl-2-pyrimidyl-2-oxy) benzoic acid as raw materials. The control effect of the fluorine-contained pyribenzoxim compound reaches at least 94 percent on barnyard grass, Echinochloa colona, Paspalum distichum and Panicum crus in paddy fields. Meanwhile, the fluorine-contained pyribenzoxim compound is highly safe for paddy crops, is friendly to the environment, is low in toxicity and is wide in application prospect in the field of pesticides.

Description

Technical field: [0001] The present invention relates to a novel compound with herbicidal activity and a preparation method thereof, in particular to a flumeflub-like compound with herbicidal activity and a preparation method thereof. Background technique: [0002] At the end of the 1980s, the pyrimidine salicylic acid herbicide was first discovered and developed by Japan Combination Chemicals, the first commercialized bispyribac-sodium (Bispyribac-sodium) (CN1035292A), and then South Korea LG Chemical Company developed pyrimidine Pyribenzoxim (EP658549A1), the Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences and Zhejiang Chemical Technology Group Co., Ltd. jointly developed propylfen and isopropylfen (CN112793C), but these compounds are harmful to barnyardgrass in rice fields Grass, red-legged barnyardgrass, paspalum, rice barnyard and other weeds control effect is not ideal. [0003] In order to develop a herbicide that can effectively control barnyard...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/60A01N43/54A01P13/00
CPCA01N43/54C07D239/60
Inventor 李国富于俊祥徐德锋
Owner JINTAN XINDE AGRI SCI & TECH COMPANY
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