Triketone compound, preparation method and application thereof, and herbicide

A compound and technology of triketones, applied in the field of triketones and their preparation, herbicides containing the triketones, can solve the problem of lack of HPPD-inhibiting herbicides, and achieve high safety and good control effect Effect

Active Publication Date: 2020-01-10
SHANDONG CYNDA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In view of the fact that in my country's agricultural production, there is no HPPD herbicide that has both broad-spectrum and ultra-efficient herbicidal activity and is used in wheat fields, especially for brome, wild oats, and bracken. Herbicide with excellent control effect
In addition, for the economic crop peanut, there is still a lack of available HPPD-inhibiting herbicides for the control of grass weeds such as barnyardgrass, crabgrass, foxtail, etc.

Method used

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  • Triketone compound, preparation method and application thereof, and herbicide
  • Triketone compound, preparation method and application thereof, and herbicide
  • Triketone compound, preparation method and application thereof, and herbicide

Examples

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preparation example Construction

[0035] According to the method for preparing the triketone compound of the structure shown in the formula (I) of the present invention, those skilled in the art can mix the compound of the structure shown in the formula (II) and the catalyst in the base according to the conventional conditions and operation of the rearrangement reaction. Contact is carried out in the presence of a solvent.

[0036] Preferably, the molar ratio of the compound of the structure shown in the formula (II) to the catalyst and the base is 1: (0.01-1): (0.5-4); more preferably, the compound of the structure shown in the formula (II) and the catalyst The molar ratio to base is 1:(0.05-1):(1-3).

[0037] Preferably, the contact conditions include: the reaction temperature is 0-100°C; the reaction time is 0.5-24h; more preferably, the contact conditions include: the reaction temperature is 20-40°C; the reaction time is 5- 12h.

[0038] It should be understood by those skilled in the art that the method...

preparation example

[0059]

[0060] Add 500mmol of the compound shown in 1-1 into a 1L reaction flask at room temperature, add 300mL of glacial acetic acid while stirring, then dissolve 500mmol of ICl into 200mL of glacial acetic acid, and dropwise add it to the above reaction system within 30min while stirring , After the dropwise addition, continue to stir the reaction for about 2.5h. After the reaction was completed, the reaction solution was suction-filtered under reduced pressure, and the obtained solid was washed with 200 mL of acetonitrile and 200 mL of glacial acetic acid, and dried to obtain intermediate 1-2 with a yield of 95%; melting point: 186-188°C. 1 H NMR (600MHz, DMSO-d 6 ): δ8.97 (brs, 3H), 7.72 (d, J = 8.4Hz, 1H), 6.75 (d, J = 7.8Hz, 1H), 2.40 (s, 3H).

[0061] Add 30mmol of intermediate 1-2 into a 100mL two-neck flask, add 60mL of pyridine, and slowly add 30mmol of the compound shown in 1-3 into the system while stirring. The reaction liquid was heated to 100° C. to react...

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Abstract

The invention relates to the field of pesticide herbicides, and discloses a triketone compound, a preparation method and applications thereof, and a herbicide. The triketone compound has a structure represented by formula (I), and R is n-propyl or cyclopentyl. The triketone compound provided by the invention can be used as an HPPD herbicide for preventing and removing gramineous weeds and broadleaf weeds in wheat fields and/or peanut fields, and has a good prevention effect on various gramineous weeds and part of broadleaf weeds harmful to the growth of wheat and/or peanuts.

Description

technical field [0001] The invention relates to the field of pesticide herbicides, in particular to a triketone compound, its preparation method and application, and a herbicide containing the triketone compound. Background technique [0002] The explosive growth of weed resistance has become a key challenge for the sustainable development of modern agriculture, and the creation of new ultra-efficient herbicides is the fundamental way to solve this challenge. [0003] Up to now, more than 40 species of resistant weeds have been officially reported in my country, and China is one of the five countries with the most serious damage of resistant weeds in the world. Especially in several important crop fields in my country, the problem of weed resistance has shown a growing trend. For example, the resistant populations of major weeds such as Artemisia soprano, Shepherd's Purse, Aurantium japonica, Japanese kangaroo, brome, barley, and wild oats in wheat fields have developed int...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/96A01N43/54A01P13/00
CPCC07D239/96A01N43/54C07F7/0812
Inventor 杨光富曲仁渝王现全陈恩昌张天柱杜晨
Owner SHANDONG CYNDA CHEM
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