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A kind of quaternary ammonium compound and application thereof

A technology of quaternary ammonium salts and compounds, which is applied in the field of agricultural herbicides and can solve problems such as herbicide resistance

Active Publication Date: 2017-10-03
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to develop novel herbicides to solve the increasingly serious problem of herbicide resistance, the invention provides a quaternary ammonium salt compound and its application

Method used

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  • A kind of quaternary ammonium compound and application thereof
  • A kind of quaternary ammonium compound and application thereof
  • A kind of quaternary ammonium compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0191] The preparation of embodiment 1 compound (63)

[0192]

[0193] 1) Preparation of intermediate (VII-1)

[0194] Dissolve 10g of sodium carbonate (0.1mol) in water, add 200ml of toluene after dissolving, add 10g of 2,6-diethylaniline (0.068mol), add dropwise 7.7g of chloroacetyl chloride (0.068mol) under ice bath, and stir at room temperature for 2 Hours, TLC monitored the completion of the reaction, the reaction mixture was suction filtered, washed with water and petroleum ether to obtain a pink solid (VII-1). Melting point 122-124°C

[0195] 2) Preparation of intermediate (IV-1)

[0196] Add 13g (VII-1) (0.058mol) into a 500ml three-neck flask, add 200ml of acetonitrile, add 12g of potassium carbonate (0.087mol), add dropwise 4.2g of diethylamine (0.058mol), heat and reflux for 3 hours, the solution turns light yellow turbid. After the reaction was complete, the reaction mixture was filtered with suction, and the filtrate was precipitated to obtain a yellow soli...

Embodiment 2

[0201] The preparation of embodiment 2 compound (15)

[0202]

[0203] The preparation method refers to step 4) of Example 1. White solid, melting point 230.5°C. 1H-NMR (300MHz, internal standard TMS, solvent CDCl 3 )δppm1.07(6H,t),1.42(6H,t),2.43(4H,m),3.46(4H,m),4.46(6H,s),6.77(3H,d),7.19(2H,d ), 7.42(6H,m), 8.86(1H,s).

Embodiment 3

[0204] The preparation of embodiment 3 compound (31)

[0205]

[0206] The preparation method refers to step 4) of Example 1. White solid, melting point 165°C. 1H-NMR (300MHz, internal standard TMS, solvent CDCl 3 )δppm1.12(6H,t),1.47(6H,t),2.53(4H,d),3.56(4H,m),3.85(6H,s),4.14(2H,s),4.81(2H,d ), 7.16(2H,d), 7.19(2H,d), 7.33(2H,d), 7.54(4H,s).

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Abstract

The invention belongs to the field of agricultural herbicides, and in particular relates to a quaternary ammonium salt compound and an application thereof. The quaternary ammonium compound is shown in the general formula (I). The compound of the general formula (I) has good herbicidal activity and can effectively control weeds such as barnyard grass, velvetleaf, foxtail, and zinnia. It can obtain good weeding effect, and it is safe to corn and cotton before emergence, and safe to wheat and corn after emergence.

Description

technical field [0001] The invention belongs to the field of agricultural herbicides, and in particular relates to a quaternary ammonium salt compound and an application thereof. Background technique [0002] Patents EP0638843A2 and US3080327A disclose compounds of the following general formula as developer and denatured ethanol additive. [0003] [0004] X is halogen, hydroxy, substituted benzoic acid and the like. [0005] Wherein the patent EP0638843A2 specification page 5 discloses compound A (numbered as I-4 in the patent). [0006] [0007] In the prior art, no herbicidal activity has been reported for the compound represented by the general formula (I) of the present invention. Contents of the invention [0008] In order to develop new herbicides to solve the increasingly serious problem of herbicide resistance, the invention provides a quaternary ammonium salt compound and its application. [0009] To achieve the above object, the technical solution adopt...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C237/04C07D401/04C07D241/44C07K5/062A01P13/00
Inventor 杨吉春吴峤崔东亮关爱莹马宏娟刘长令
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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