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Quinazolinedione compound, preparation method and application thereof, and herbicide

A quinazoline dione and compound technology, which is applied in the field of pesticide herbicides, can solve the problems of lack of HPPD-inhibiting herbicides and the like, and achieve the effects of high safety and good control effect

Active Publication Date: 2021-03-30
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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  • Quinazolinedione compound, preparation method and application thereof, and herbicide
  • Quinazolinedione compound, preparation method and application thereof, and herbicide
  • Quinazolinedione compound, preparation method and application thereof, and herbicide

Examples

Experimental program
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Effect test

preparation example Construction

[0095] According to the method of preparing a quinazoline diketone compound according to the preparation of the formula (I), the structure of the formula (II-3) can be made according to the conventional conditions and operation of the rearrangement reaction. The compound is in contact with the catalyst in the presence of a base and solvent.

[0096]Preferably, the compound of the formula (II-3) is 1: (0.5-4): (0.5-4): (0.5-4): (0.5-4): (0.5-4): (II-3) The compound and the catalyst and the alkali have a molar ratio of 1: (0.05-1): (1-3).

[0097] Preferably, in step (2), the condition comprising: the reaction temperature is 0-100 ° C; the reaction time is 0.5-36h; more preferably, in step (2), the condition of the contact comprises : The reaction temperature was 20-40 ° C; the reaction time was 5-30 h.

[0098] It will be understood by those skilled in the art that the methods of the present invention may also include the step of purifying the resulting product, and there is no par...

preparation example 1

[0121] Preparation Example 1: Preparation of Compounds of Structure shown in Formula (II-4-1)

[0122]

[0123] At room temperature, 75.5 g of a compound of A was added to a 1L reaction bottle, and 300 ml of ice acetic acid was added with stirring. After the dropwise addition, the stirring was continued for about 2.5 h. After the reaction was completed, the reaction solution was filtered, and the resulting solid was washed with acetonitrile 200ml and 200 ml of ice acetate, and the intermediate B was obtained, and the yield was 95%; melting point: 186-188 ° C. 1 H NMR (600MHz, DMSO-D 6 : Δ8.97 (BRS, 3H), 7.72 (D, J = 8.4 Hz, 1H), 6.75 (D, J = 7.8 Hz, 1H), 2.40 (s, 3h).

[0124] 8.31 g of intermediate B was added to 200 ml of two-neck cylinders, 80 ml of pyridine, and 2.55 g of C-1 N-n-1 is added slowly to the system with stirring. The reaction liquid was heated to 100 ° C for overnight. After the reaction was completed, the pyridine was distilled under reduced pressure, and the r...

preparation example 2

[0130] Preparation Example 2: Preparation of Compound 2

[0131]

[0132] The compounds of 0.925 g of II-4-1 were added to 50 ml of two-necked cylinders, and 15 ml of anhydrous methylene chloride was added, and 0.945 g of ohloyl chloride was added to the system. The reaction at room temperature for 15 h, TLC tracked to the reaction raw material disappeared. After the reaction was completed, the organic phase was washed three times with saturated sodium bicarbonate, combined with an organic layer, and dried over anhydrous sodium sulfate. The dissociation was removed from the solvent to give a white solid, ie compound 2.

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Abstract

The invention relates to the field of pesticide herbicides, and discloses a quinazolinedione compound, a preparation method and application thereof, and a herbicide, and the compound has a structure represented by a formula (I). The quinazolinedione compound provided by the invention can be used as an HPPD herbicide for preventing and removing gramineous weeds, and has a good prevention effect onvarious gramineous weeds and part of broadleaf weeds which are harmful to the growth of wheat and / or peanuts.

Description

Technical field [0001] The present invention relates to the field of pesticide herbicides, and more particularly to a quinazoline diketone compound and a preparation method thereof, and a herbicide comprising the quinazoline donut compound. Background technique [0002] The explosive growth of weed resistance has become a key challenge that modern agriculture sustainable development, and the establishment of a new super-efficient herbicide is a fundamental way to solve this challenge. [0003] Up to now, more than 40 kinds of resistance weeds have been officially reported in my country, which is one of the five countries that have a serious harmful weed harm in the world. Especially in several important crop fields in my country, the problem of weed resistance has shown a more intense trend. For example, the resistant populations of the nuntera, lady, watching Mai Niang, Japan, Wheat, Pai, Pai, Wheat, Japan have developed to become advantageous weeds, leading to part of some prov...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/96A01N43/54A01P13/00
CPCC07D239/96A01N43/54Y02P20/55
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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