Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation

A synthetic method, the technology of chlorfluazuron, which is applied in the field of pesticide preparations, can solve the problems of complex synthetic process and limited synthetic yield of chlorfluazuron, and achieve the effect of high product content and increased synthetic yield

Active Publication Date: 2017-05-31
SHANDONG ACADEMY OF PESTICIDE SCI
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] For this reason, the technical problem to be solved by the present invention is to provide a synthetic method of chlorfluazuron, to solve the problems of limited synthesis yield and complex synthesis process of chlorfluazuron in the prior art

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation
  • Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation
  • Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 12

[0030] Synthesis of embodiment 12,3-dichloro-5-trifluoromethylpyridine

[0031] The raw material 2,3-dichloro-5-trifluoromethylpyridine is the key intermediate raw material for the synthesis of chlorfluazuron, and many mature synthetic methods have been disclosed at home and abroad, specifically including 2,3-dichloro-5-trifluoromethylpyridine. 5-trichloromethylpyridine is used as a raw material, or 3-picoline is used as a raw material, and there is also a synthesis method using 2-chloro-5-trimethylpyridine as a raw material. The master's degree thesis "Research on the Synthesis of Pesticide Intermediate 2,3-Dichloro-5-trifluoromethylpyridine" by Yuan Qiliang of Zhejiang University of Technology records in detail the preparation of 2,3-dichloro-5-trifluoromethylpyridine in the prior art. - Various specific methods of trifluoromethylpyridine.

[0032] In the following examples of the present invention, the raw material of 2,3-dichloro-5-trifluoromethylpyridine is self-synthesi...

Embodiment 22

[0037] The synthesis of embodiment 22,6-dichloro-4-aminophenol

[0038] The reaction raw material 2,6-dichloro-4-aminophenol is a common pesticide intermediate raw material, which is also a conventional commercially available product, and can also be synthesized by itself according to the methods in the prior art. Ruan Wenlin et al. disclosed a feasible method for preparing 2,6-dichloro-4-aminophenol, that is, 2,6-dichlorophenol can be used as a raw material for synthesis. The raw materials used in the following examples of the present invention can also be prepared according to the method for preparing 2,6-dichloro-4-aminophenol disclosed in "Research on the Synthesis of the Highly Efficient Insecticide Chlorfluazuron" by Jiang Aizhong et al., that is, according to the following method:

[0039]

[0040] In a four-neck flask, add p-nitrophenol as a raw material, add in a solvent and stir to dissolve, then heat up to reflux, and feed chlorine gas at this temperature for a r...

Embodiment 32

[0041] Embodiment 32, the synthesis of 6-difluorobenzoyl isocyanate

[0042] The reaction raw material 2,6-difluorobenzoyl isocyanate is also a relatively common raw material intermediate in the prior art, but can be purchased from the market. The raw materials used in the following examples of the present invention can also be prepared according to the method for preparing 2,6-difluorobenzoyl isocyanate disclosed in "Research on the Synthesis of the Highly Efficient Insecticide Chlorfluazuron" by Jiang Aizhong et al., that is, according to the following method:

[0043]

[0044] In a 250ml four-neck flask, add 18.3g of 2,6-difluorobenzamide as a raw material, dissolve in 150ml of dichloroethane solvent, add dropwise 28.2g of oxalyl chloride in 30ml of dichloroethane at a temperature lower than 0°C while stirring Alkanes solution, after adding oxalyl chloride dropwise, react at room temperature for 2 hours, then slowly raise the temperature to 70°C and continue the reaction...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of pesticide preparations, particularly relates to a synthesis method of chlorfluazuron and further discloses an application of chlorfluazuron in insecticide preparation. According to the synthesis method of chlorfluazuron, chlorfluazuron is prepared from 2,3-dichloro-5-(trifluoromethyl)pyridine, 2,6-dichloro-4-aminophenol and 2,6-difluorobenzoyl isocyanate as synthetic raw materials and N,N-dimethylacetamide as a reaction solvent on the basis of a conventional synthesis route in the prior art; under the action of a ZSM molecular sieve based catalyst, not only can synthesis of chlorfluazuron be realized, but also a reaction can be performed with the same reaction solvent, so that the problem of complicated process caused by the fact that solvents are required to be recovered step by step during two-step synthesis of chlorfluazuron in the prior art is solved; compared with the technology in the prior art, the synthesis method of chlorfluazuron has the advantages that the synthesis yield of products is further increased and product content is higher.

Description

technical field [0001] The invention belongs to the technical field of pesticide preparations, specifically relates to a synthesis method of chlorfluazuron, and further discloses its use for preparing pesticides. Background technique [0002] Chlorfluazuron, pure product is white or yellow-white odorless crystalline powder, melting point 226.5°C (decomposition), insoluble in water, easily soluble in ketones, aromatic hydrocarbons and alcohols; stable under light and heat, neutral and weak Stable under acidic conditions, easy to decompose in case of alkali. [0003] Chlorfluazuron is a benzoylurea fluorinated nitrogen-heterocyclic insecticide. It is a broad-spectrum insecticide. It has stomach toxicity and contact killing (inhibiting chitin synthesis) effects, poor permeability, and no systemic effect. It has the remarkable characteristics of unique mechanism of action, high efficiency, extremely low toxicity, and environmental friendliness. [0004] The mechanism of action...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/64A01N47/34A01P7/04
CPCA01N47/34C07D213/64
Inventor 于乐祥李源刘伟华孙梅心孙富江
Owner SHANDONG ACADEMY OF PESTICIDE SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com