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3, 5-thiobenzamide dihalide insecticide

一种二卤代硫代苯甲酰胺、杀虫剂的技术，应用在3,5-二卤代硫代苯甲酰胺类杀虫剂领域，能够解决杀虫活性未见公开等问题，达到好综合性能、生产原料来源广、克服剂型单一的效果

Active Publication Date: 2015-12-16
ZHEJIANG BOSHIDA CROP TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Japan Pesticide Company, DuPont Company of the United States and Bayer Agricultural Science and Technology have carried out systematic research work on the structural transformation of this type of insecticide, but in the prior art, as shown in the present invention, 3,5-dihalothio Benzamide insecticides and their insecticidal activity have not been disclosed

Method used

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  • 3, 5-thiobenzamide dihalide insecticide
  • 3, 5-thiobenzamide dihalide insecticide
  • 3, 5-thiobenzamide dihalide insecticide

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0025] The preparation of example 1 compound 1

[0026] (1) Preparation of 2-amino-N-methylbenzamide

[0027]

[0028] In a 250mL reaction flask, add 16.3g (0.1mol) of isatoic anhydride, 100mL of ethyl acetate, 1mL of glacial acetic acid, add 15.5g (0.15mol) of 40% methylamine aqueous solution dropwise under stirring at room temperature, continue stirring for 2 hours, The disappearance of raw materials was detected by layer chromatography (TLC), and ethyl acetate and water were distilled off to obtain 13.2 g of white solid with a yield of 88%.

[0029] (2) Synthesis of 2-amino-3,5-dichloro-N-methylbenzamide

[0030]

[0031] In a 250mL reaction flask, add 15g (0.1mol) of 2-amino-N-methylbenzamide, add 80mL of acetonitrile, control the temperature in an ice bath below 10°C, slowly add 33.75g (0.25mol) of sulfonyl chloride dropwise, dropwise over 30 minutes Complete, stir at room temperature for 3h, evaporate most of the acetonitrile under reduced pressure, and use 20% N...

example 2

[0038] The preparation of example 2 compound 10

[0039] (1) Preparation of 2-amino-N-isopropylbenzamide

[0040]

[0041] In a 250mL reaction flask, add 16.3g (0.1mol) isatoic anhydride, 100mL ethyl acetate, 1mL glacial acetic acid, raise the temperature to 40-50°C, add 8.85g (0.15mol) of isopropylamine dropwise, continue stirring for 2h, and detect by TLC The raw materials disappeared, and ethyl acetate and water were distilled off to obtain 16.9 g of white solid, with a yield of 94.9%.

[0042] (2) Preparation of 2-amino-3,5-dibromo-N-isopropylbenzamide

[0043]

[0044] In a 250mL reaction flask, add 17.8g (0.1mol) of 2-amino-N-isopropylbenzamide, 100mL of glacial acetic acid, add 32g (0.2mol) of bromine dropwise at room temperature, continue stirring for 3h, suction filter, filter Saturated Na 2 CO 3 After washing with aqueous solution and water, 32.4 g of white solid was obtained, with a yield of 96.3%.

[0045] (3) Preparation of 2-amino-3,5-dibromo-N-isoprop...

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Abstract

The invention discloses a 3, 5-thiobenzamide dihalide insecticide and a preparation method and application thereof. A structure of the insecticide is shown in the general formula I, wherein R1 is chosen from Cl or Br; R2 is chosen from isopropyl, and R3 is chosen from H. The insecticide is applicable to preventing and treating agricultural or forestry pests.

Description

[0001] This application is a divisional application with an application date of January 25, 2013, an application number of 201310043903.3, and an invention name of "3,5-dihalothiobenzamide insecticides". technical field [0002] The invention belongs to the field of agricultural insecticides and relates to a 3,5-dihalothiobenzamide insecticide. Background technique [0003] Conventional pesticides such as organophosphorus and carbamates are commonly used in the control of pests. Not only do they have problems such as high toxicity and residues, but they have also produced serious resistance to insecticides. The development of new mechanisms of action and highly active green insecticides is the future of agricultural insecticides. direction of development. WO2003 / 015519 discloses a compound KC (formula II) with insecticidal activity. The compound has the characteristics of super high efficiency, long-lasting effect, low resistance and low toxicity against Lepidoptera pests, a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04A01N43/56A01P7/04
CPCA01N43/56C07D401/04
Inventor 许良忠田帅王明慧
Owner ZHEJIANG BOSHIDA CROP TECH CO LTD
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