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Pyridyloxyphenoxy ethyl propionate compound and its preparation method and use

A technology of pyridyloxyl compounds, applied in the field of pesticides, can solve the problems of narrow herbicide spectrum, herbicide damage, and drug resistance, and achieve good herbicide effect, wide herbicide spectrum, and low dosage

Active Publication Date: 2019-08-20
JIANGSU FUDING CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, clodinafop-propargyl is ineffective against broad-leaved weeds, and its herbicidal spectrum is relatively narrow, which limits its use
[0004] Existing herbicides use large doses, long-term use is prone to drug resistance and pesticide residues; some herbicides are phytotoxic, requiring the use of safeners or other auxiliary materials, which is not conducive to large-scale and long-term use of herbicides, so it is necessary to further Developing Herbicides with Better Effects

Method used

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  • Pyridyloxyphenoxy ethyl propionate compound and its preparation method and use
  • Pyridyloxyphenoxy ethyl propionate compound and its preparation method and use
  • Pyridyloxyphenoxy ethyl propionate compound and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1: Formula (1) compound (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propanoic acid (2,2'-difluoroethyl) Preparation of esters

[0042]

[0043] Add 500g of DMF into a 1000mL four-neck flask, put in 100g of compound A, 113.6g of potassium carbonate and 5g of tetrabutylammonium bromide, raise the temperature to 60°C, add 90.3g of compound B dropwise, control the temperature at 60-55°C, and finish the dropping. React for about 2 hours, and when the reaction is over, add it to 1000g of water, adjust the pH to 7-8 with hydrochloric acid, stir for 1 hour, filter, and the solid is etherified, and dry it.

[0044] Add 500g of dichloroethane into a 1000ml four-necked bottle, add 100g of compound C, raise the temperature to 50°C, add 45.8g of thionyl chloride dropwise, control the temperature at 50-55°C, finish the dropwise addition, react for 1 hour, and the reaction ends. The acid chloride reaction solution is for use.

[0045] Add 52.7g of 2,2'-difluoroethano...

Embodiment 2

[0047] Example 2: Formula (1) compound (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propanoic acid (2,2'-difluoroethyl) Preparation of esters

[0048] Add 500g of toluene into a 1000mL four-neck flask, put in 100g of compound A, 87.3g of sodium carbonate and 5g of tetrabutylammonium bromide, raise the temperature to 60°C, add 90.3g of compound B dropwise, control the temperature at 60-55°C, and end the addition , react for about 2 hours, the reaction is over, add to 1000g of water, adjust the pH to 7-8 with hydrochloric acid, stir for 1 hour, separate layers, precipitate the organic phase to obtain a solid, which is compound C, and dry it.

[0049] Add 500g of dichloroethane to a 1000ml four-necked bottle, add 100g of compound C, raise the temperature to 50°C, add 48.9g of oxalyl chloride dropwise, control the temperature at 50-55°C, finish the dropwise addition, and react for 1 hour. After the reaction is over, the acid chloride reaction liquid for use.

[0050] Add 52....

Embodiment 3

[0051] Example 3: 15% WP

[0052] Compound (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propanoic acid (2,2'-difluoroethyl) ester 15%, lignosulfonic acid Sodium 6%, alkyl sulfonate 5%, silica 8%, kaolin make up to 100%.

[0053] The active ingredient is fully mixed with various additives and fillers in proportion, and then pulverized by an ultrafine pulverizer to obtain a wettable powder.

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PUM

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Abstract

The invention discloses an ethyl pyridyloxyphenoxypropionate compound as well as a preparation method and application thereof. The compound is a compound with a structure shown as a formula (1) or pharmaceutically acceptable salt thereof. The compound or the pharmaceutically acceptable salt thereof, disclosed by the invention, can be applied to the aspect of crop weeding, and is especially applied to the aspect of preventing and removing grassy weeds. The compound disclosed by the invention does not have any bad influence on normal growth of wheat crops; a safety agent is not needed and the utilization dosage is small; the weeding spectrum is wide and the weeding effect is good; and the ethyl pyridyloxyphenoxypropionate compound is more easily used in agricultural production. (The formula (1) is shown in the description.).

Description

technical field [0001] The invention belongs to the field of pesticides, and in particular relates to a pyridyloxyphenoxy ethyl propionate compound and a preparation method and application thereof. Background technique [0002] Herbicides refer to agents that can completely or selectively kill weeds, also known as herbicides, and are a class of substances used to eliminate or inhibit plant growth. The development of herbicides in the world is gradually stabilizing, mainly developing varieties with high efficiency, low toxicity, broad spectrum, and low dosage, and disposable treatment agents with little environmental pollution have gradually become the mainstream. The commonly used species are organic compounds, which can be widely used to control harmful plants such as weeds, shrubs, and trees in farmland, orchards, flower nurseries, grasslands and non-cultivated land, railway lines, rivers, reservoirs, warehouses, etc. Currently commonly used herbicides for gramineous weed...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/643A01N43/40A01P13/00
Inventor 刘东卫程李中常青董海龙祝瑞雨古俊坤
Owner JIANGSU FUDING CHEM