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N-2, 4-dichlorophenoxy acetyl (sulfur) carbamide weedicide and preparation method thereof

A technology of dichlorophenoxyacetylthiourea and dichlorophenoxyacetylurea, which is applied in the N-2 field, can solve the problems of drug drift, influence on herbicidal effect, etc. Effect

Inactive Publication Date: 2010-06-09
SHANGHAI NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the main disadvantage of this type of herbicide is that it is easy to cause pesticide drift during application, which affects the weeding effect.

Method used

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  • N-2, 4-dichlorophenoxy acetyl (sulfur) carbamide weedicide and preparation method thereof
  • N-2, 4-dichlorophenoxy acetyl (sulfur) carbamide weedicide and preparation method thereof
  • N-2, 4-dichlorophenoxy acetyl (sulfur) carbamide weedicide and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Preparation of N-(2-tetrahydrofurylmethyl)-2,4-dichlorophenoxyacetylurea (I a ):

[0072] In a 50 mL round bottom flask, dissolve 2.21 g (0.01 mol) of 2,4-dichlorophenoxyacetic acid in 15 mL of freshly distilled toluene, add 2.9 mL (0.025 mol) of thionyl chloride dropwise, heat and reflux and stir for 2 hours, Toluene and excess thionyl chloride were removed under reduced pressure to obtain a yellow oil. The reaction solution was dropped into excess concentrated ammonia water, and white crystals were precipitated after thorough stirring. After washing with water and drying, 2,4-dichlorophenoxyacetamide was obtained.

[0073] Weigh 1.10g (0.005mol) of 2,4-dichlorophenoxyacetamide in a 50mL round-bottom flask and dissolve it in 15mL of toluene, weigh 2.62mL (0.03mol) of oxalyl chloride in an atmospheric dropping funnel and add it dropwise slowly , After reflux for 2 hours, toluene and excess oxalyl chloride were removed under reduced pressure to obtain a crude product ...

Embodiment 2

[0079] Preparation of N-(2-furylmethyl)-2,4-dichlorophenoxyacetylurea (I b ):

[0080] In a 50 mL round bottom flask, dissolve 2.21 g (0.01 mol) of 2,4-dichlorophenoxyacetic acid in 15 mL of freshly distilled toluene, add 2.9 mL (0.025 mol) of thionyl chloride dropwise, heat and reflux and stir for 2 hours, Toluene and excess thionyl chloride were removed under reduced pressure to obtain a yellow oil. The reaction solution was dropped into excess concentrated ammonia water, and white crystals were precipitated after thorough stirring. After washing with water and drying, 2,4-dichlorophenoxyacetamide was obtained.

[0081] Weigh 1.10g (0.005mol) of 2,4-dichlorophenoxyacetamide in a 50mL round-bottom flask and dissolve it in 15mL of toluene, weigh 2.62mL (0.03mol) of oxalyl chloride in an atmospheric dropping funnel and add it dropwise slowly , After reflux for 2 hours, toluene and excess oxalyl chloride were removed under reduced pressure to obtain a crude product of isocyan...

Embodiment 3

[0087] Preparation of N-(2-pyridylmethyl)-2,4-dichlorophenoxyacetylurea (I c ):

[0088] In a 50 mL round bottom flask, dissolve 2.21 g (0.01 mol) of 2,4-dichlorophenoxyacetic acid in 15 mL of freshly distilled toluene, add 2.9 mL (0.025 mol) of thionyl chloride dropwise, heat and reflux and stir for 2 hours, Toluene and excess thionyl chloride were removed under reduced pressure to obtain a yellow oil. The reaction solution was dropped into excess concentrated ammonia water, and white crystals were precipitated after thorough stirring. After washing with water and drying, 2,4-dichlorophenoxyacetamide was obtained.

[0089] Weigh 1.10g (0.005mol) of 2,4-dichlorophenoxyacetamide in a 50mL round-bottom flask and dissolve it in 15mL of toluene, weigh 2.62mL (0.03mol) of oxalyl chloride in an atmospheric dropping funnel and add it dropwise slowly , After reflux for 2 hours, toluene and excess oxalyl chloride were removed under reduced pressure to obtain a crude product of isocy...

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Abstract

The invention discloses an N-(substituted heterocycle methyl)-2, 4-dichlorophenoxy acetyl (sulfur) carbamide weedicide which not only has high wedding activity, but also can boost the growth of crops and a preparation method thereof. The structural formulas of the weedicide comprise (I) and (II), wherein R is 2-tetrahydrofurfuryl, 2-furfuryl, 2-picolyl, 6-chlorine-3-picolyl, 5-2-chlorine-thiazolmethyl and other five-membered or six-membered heterocycle methyls. The invention has the advantages of high-efficiency weeding activity, favorable weeding effect, low toxicity, no harm to people and livestock, promotion of crops growth, simple and convenient use method and simple preparation method.

Description

technical field [0001] The invention belongs to herbicides for agricultural production, in particular to an N-2,4-dichlorophenoxyacetyl (thio)urea herbicide and a preparation method. Background technique [0002] Weeds are the enemy of agricultural production. Weeds compete with crops for fertilizers, water, and sunlight, making crops unable to grow robustly and greatly affecting the output of agricultural products. In order to promote the development of agricultural production, people have invented and used many different types of herbicides. In the prior art, phenoxycarboxylic acid herbicides are mainly used as stem and leaf treatment agents, and are used in cereal crops, conifers, non-cultivated land, pastures, and lawns to prevent and control annual and perennial broad-leaved weeds, such as amaranth, quinoa, and cocklebur. Weeds such as bindweed, purslane, vetch, Persian mother-in-law, and Artemisia oleracea have good effects. However, the main disadvantage of this typ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/14C07D307/52C07D213/40C07D213/61C07D277/32A01N47/34A01P13/00
Inventor 薛思佳杨定荣陈龙
Owner SHANGHAI NORMAL UNIVERSITY
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