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New synthesis method of 2,6-dichloro-4-trifluoromethylaniline

A technology of trifluoromethylaniline and dichloride, applied in the preparation of amino compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of high equipment requirements, hidden dangers of production safety, etc., and achieves short reaction time and production cost. Low, high yield effect

Inactive Publication Date: 2020-01-07
JIANGSU FENGHUA CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method reduces the production cost, because the ammonolysis needs to be carried out under the conditions of high temperature and high pressure, the requirements for equipment are relatively high, and there are certain hidden dangers in production safety.

Method used

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  • New synthesis method of 2,6-dichloro-4-trifluoromethylaniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 200g of p-trifluoromethylaniline and 480g of dichloroethane to a 3L reaction kettle, control the temperature to 10°C, add dropwise a solution of 503g of sulfuryl chloride and 190g of dichloroethane under stirring within 3 hours, after the dropwise addition is completed, in Continue to react at 50°C for 2 hours. After the reaction is completed, cool down, wash with water, and wash with saturated sodium carbonate aqueous solution to remove the inorganic salts. After the organic phase is concentrated to remove the solvent, rectify to obtain 2,6-dichloro-4-trifluoromethylaniline 144g.

Embodiment 2

[0025] Add 200g of p-trifluoromethylaniline and 720g of dichloroethane to a 3L reactor, control the temperature to 25°C, add dropwise a mixed solution of 496g of sulfonyl chloride and 190g of dichloroethane under stirring within 3 hours, after the dropwise addition is completed, in Continue to react at 60°C for 4 hours, lower the temperature, wash with water and saturated aqueous sodium carbonate solution to remove inorganic salts, concentrate the organic phase to remove the solvent, and rectify to obtain 160 g of 2,6-dichloro-4-trifluoromethylaniline.

Embodiment 3

[0027] Add 200g of p-trifluoromethylaniline and 700g of N,N-dimethylformamide to a 3L reactor, control the temperature to 40°C, add a mixed solution of 485g of sulfuryl chloride and 190g of dichloroethane dropwise with stirring within 3 hours, dropwise After the addition, continue the reaction at 70°C for 1 hour, lower the temperature, wash with water, and wash with saturated sodium carbonate aqueous solution to remove the inorganic salts, concentrate the organic phase to remove the solvent, and rectify to obtain 2,6-dichloro-4-trifluoromethyl Aniline 120g.

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PUM

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Abstract

The invention discloses a new synthesis method of 2,6-dichloro-4-trifluoromethylaniline, wherein p-trifluoromethylaniline is usedas a raw material, and is added with a certain amount of sulfonyl chloride in a dropwise manner, and chlorination, water washing and pressure reducing rectification are performed to obtain the target compound. Compared with the method in the prior art, the method of theinvention has characteristics of simple process, easy operation, short reaction time, high yield and low production cost, is suitable for industrial production, is an environmentally-friendly chemicalprocess, and has good industrial application prospect.

Description

technical field [0001] The invention relates to a new method for preparing 2,6-dichloro-4-trifluoromethylaniline, belonging to the technical field of chemical material preparation. The method is applicable to the occasion of synthesizing 2,6-dichloro-4-trifluoromethylaniline by reacting p-trifluoromethylaniline and sulfonyl chloride as raw materials under normal pressure. Background technique [0002] 2,6-Dichloro-4-trifluoromethylaniline is an important pesticide synthesis intermediate, mainly used to synthesize fluorine-containing organic pesticides such as fipronil. Fipronil is currently the preferred chemical pesticide for pollution-free agricultural and sideline products. It has the characteristics of high efficiency, long-acting, broad-spectrum, low dosage, safety to humans, animals and the environment, and mild to natural enemies of insects and beneficial organisms. It has a broad market prospect. The main preparation methods of 2,6-dichloro-4-trifluoromethylaniline ...

Claims

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Application Information

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IPC IPC(8): C07C209/74C07C211/52
CPCC07C209/74C07C211/52
Inventor 郑龙生方东张亮李付香
Owner JIANGSU FENGHUA CHEM IND
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