Method for synthesizing and purifying fipronil

A purification method and technology of fipronil, which is applied in the field of preparation of high-efficiency insecticide fipronil, can solve the problems of high toxicity of trifluoromethylthiohaloalkane, difficult operation process, high production cost, etc., and achieve excellent product quality and excellent process The effect of simple conditions and short process

Inactive Publication Date: 2010-12-08
JIANGSU TUOQIU AGRI CHEM CO LTD
View PDF0 Cites 13 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are mainly three routes for the preparation of fipronil: route 1 is composed of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole and trifluoromethylsulfide Haloalkane reaction, the introduction of trifluoromethylthio, and then oxidized by m-chloroperoxybenzoic acid to obtain 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)- 4-trifluoromethylsulfinylpyrazole, the disadvantage is that the toxicity of trifluoromethylthiohaloalkane is extremely high, and the operation process is more difficult; route 2 is made of 5...

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
  • Method for synthesizing and purifying fipronil
  • Method for synthesizing and purifying fipronil

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0013] In a four-neck flask with an electric stirrer, a thermometer, and a reflux condenser, and the flask is placed in a container that can hold ice water, 29.0 grams (0.22 moles) of thionyl chloride and 250 ml of anhydrous benzene liquid are first dropped into, cooled And keeping the temperature at 0°C, add 45.0 g (0.5 moles) of CF in 3 times 3 SO 2 Cl, the reaction temperature is controlled at 0-5°C, react until no gas overflows, heat up to 15-20°C and keep warm for 8 hours; then add 50.0 grams (0.16 moles) of 5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethylphenyl) pyrazole and 52.8 grams (0.17 moles) of p-toluenesulfonic acid dimethylamine salt mixture, while adding 1 gram of catalyst, the controlled temperature is 15 ° C, stirred for 0.5 hours, Then the temperature was raised to 35-45° C. to react for 12 hours, and the solvent was evaporated under reduced pressure to obtain a solid reactant; the obtained solid was washed with water and filtered, and the filter cake was...

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

No PUM Login to view more

Abstract

The invention relates to a preparation method of an efficient insecticide-fipronil, in particular to a method for synthesizing and purifying fipronil, in which CF3SO2Na and 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoro-methylphenyl)pyrazol are adopted. The method is characterized in that CF3SO2Na reacts with an appropriate reaction reagent and then fully reacts with 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl)pyrazol to obtain a coarse product of the compound 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl)-4-trifluoromethyl sulfinyl pyrazol and then the coarse product is purified to obtain fipronil with content of 97.5%. The whole method is easy in raw material acquisition, simple and convenient in process conditions and excellent in product quality.

Description

technical field [0001] What the present invention relates to is the preparation method of high-efficiency insecticide fipronil, specifically adopts CF 3 SO 2 Synthesis of Cl and 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole and method for purifying fipronil. Background technique [0002] Fipronil is a high-efficiency insecticide first developed by the French Rhone-Planck company, chemical name: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylbenzene base)-4-trifluoromethylsulfinylpyrazole, fipronil interferes with the chloride ion channel through the chloride channel regulated by GABA, destroys the activity of normal central nervous system and causes individual die. Due to this unique effect, fipronil has remarkable characteristics different from conventional insecticides. At present, there are mainly three routes for the preparation of fipronil: route 1 is composed of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl) pyrazole and trifluorometh...

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
IPC IPC(8): C07D231/44
Inventor 徐立东马汝海高秋云廖大章
Owner JIANGSU TUOQIU AGRI CHEM CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap