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Method for synthesizing fipronil

A synthetic method, the technology of fipronil, which is applied in the field of synthesis of fipronil, can solve the problems of high toxicity of trifluoromethylsulfur chloride, low yield and high requirements for operating conditions

Inactive Publication Date: 2011-05-18
李家波
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  • Application Information

AI Technical Summary

Problems solved by technology

In this route, trifluoromethylsulfur chloride is highly toxic and is a gas, so it requires high operating conditions in industrial applications;
[0009] 2. Use less toxic CF 3 SOCl or CF 3 SONR 2 Instead of highly toxic trifluoromethylsulfur chloride, it can be directly reacted with 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl-phenyl)pyrazole to generate fluoride through one-step reaction Nitrile, although this method has reduced the pollution to environment, has exempted oxidation step, yet the yield of synthesis is lower

Method used

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  • Method for synthesizing fipronil
  • Method for synthesizing fipronil
  • Method for synthesizing fipronil

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Embodiment Construction

[0027] Method steps of the present invention are:

[0028] 1. Synthesis of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-thiocyano-pyrazole

[0029] The reaction equation is:

[0030]

[0031] 2. Synthesis of Disulfides

[0032] The reaction equation is:

[0033]

[0034] 3. Synthesis of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-4-trifluoromethylthio-pyrazole

[0035] The reaction equation is:

[0036]

[0037] 4. Synthesis of Fipronil

[0038] The reaction equation is:

[0039]

[0040] The structure of the final product of the present invention has been confirmed by infrared spectrum and nuclear magnetic spectrum, and the spectral data are as follows: IR 1761 (C=O), 1697 (C=C), 3068 (C-H), 1637 (C-N).

[0041] HNMR (CDCl 3 , 400MHz) 1.11 (s, 6H, CH 3 ), 3.57 (s, 4H, CH 2 ), 8.53 (s, 1H, pY-H).

[0042] 13 CNMR (CDCl 3 , 100MHz) 16.2, 48.1, 120.6, 126.1, 139.4, 140.8, 151.3.

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Abstract

The invention relates to a method for synthesizing pesticide, in particular to a method for synthesizing fipronil and provides a method for synthesizing fipronil having the characteristics of simplicity in operation, mild condition, high yield and environmental friendliness. In the technical scheme, fipronil is synthesized by a catalytic oxidation method. The method comprises the following steps of: synthesizing 5-amino-3-cyan-1-(2,6-dichloro-4-trifluoro methyl-phenyl)-4-sulfur cyan-pyrazol; synthesizing a disulfide; synthesizing 5-amino-3-cyan-1-(2,6-dichloro-4-trifluoro methyl-phenyl)-4-fluoroform-sulfenyl-pyrazol; and synthesizing the fipronil.

Description

Technical field: [0001] The invention relates to a method for synthesizing pesticides, more specifically, a method for synthesizing fipronil. Background technique: [0002] Since January 9, 2008, the production, circulation and use of five highly toxic organophosphorus pesticides have been completely stopped in my country. The complete prohibition of highly toxic pesticides has caused a gap in the supply of pesticides, and more than 100,000 tons of pesticides are urgently needed to replace them. to fill this vacancy. The development of the pesticide industry requires a large amount of research and development investment to deal with the endless pests and diseases, and to launch new products as needed to meet the social development requirements that pay more and more attention to food safety and environmental protection. The transfer of global pesticides to developing countries led by China has brought valuable technology input and global market opportunities to Chinese compa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D231/44
Inventor 李家波
Owner 李家波
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