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Preparation method of 4-(2,4-dichlorophenoxy) aniline

A technology of dichlorophenoxy and dichlorophenyl, which is applied in the preparation of organic compounds, preparation of amino hydroxyl compounds, chemical instruments and methods, etc., can solve the difficulty of complete separation of iron sludge and products, and poor extraction and washing production environment , iron slime can not deal with environmental pollution and other problems, to achieve the effect of low production cost, shortened production cycle, and increased synthesis yield

Inactive Publication Date: 2011-11-23
YIFAN AGRI CHEM PLANT ZHEJIANG PROV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The iron powder reduction process has the following disadvantages The synthesis process produces a large amount of iron sludge which cannot be treated to pollute the environment. It is difficult to completely separate the generated iron sludge from the product, requiring a large amount of solvent for extraction and washing, and the production environment is poor
Although the conversion rate of the iron powder reduction material is high, the yield of the product is low, and part of the product is taken away with the iron mud, and the yield is about 90%, which pollutes the environment

Method used

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  • Preparation method of 4-(2,4-dichlorophenoxy) aniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Example 1: Add 100ml of toluene and 50g of 2,4-dichlorophenyl-4'-nitrophenyl ether (purity 98%) in a 250ml four-necked reaction flask, start stirring to dissolve the material completely, add 2g of catalyst, and Add 16.2g of 80% hydrazine hydrate dropwise and fully react at 80°C. After the reaction is completed, filter the catalyst and recycle it. The filtrate is desolvated under reduced pressure to obtain 45.2g of 4-(2,4-dichlorophenoxy)aniline with a purity of 95%. , the yield is 98%.

Embodiment 2

[0012] Example 2: Add 100ml of xylene and 50g of 2,4-dichlorophenyl-4'-nitrophenyl ether (purity 98%) into a 250ml four-necked reaction flask, start stirring to dissolve the material completely, and add 2g of catalyst , and dropwise added 16.2g of 80% hydrazine hydrate, and fully reacted at 90°C. After the reaction was completed, the catalyst was filtered and recycled, and the filtrate was desolvated under reduced pressure to obtain 45.5g of 4-(2,4-dichlorophenoxy)aniline. 95.1%, yield 98.8%.

Embodiment 3

[0013] Example 3: Add 100ml of chlorobenzene and 50g of 2,4-dichlorophenyl-4'-nitrophenyl ether (purity 98%) into a 250ml four-necked reaction flask, start stirring to completely dissolve the material, add 2g of catalyst, And add 16.2g of 80% hydrazine hydrate dropwise, and fully react at 95°C. After the reaction is completed, the catalyst is filtered and recycled, and the filtrate is precipitated under reduced pressure to obtain 45g of 4-(2,4-dichlorophenoxy)aniline, with a purity of 95.3%. , yield 97.9%.

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PUM

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Abstract

The invention relates to a preparation method of 4-(2,4-dichlorophenoxy) aniline. The preparation method is characterized by comprising the following steps of: dissolving 2,4-dichlorophenyl-4'-nitrophenyl ether into an organic solvent, adding a proper amount of catalyst and hydrazine hydrate, performing reaction at the temperature of between 80 and 100 DEG C, filtering the catalyst, and removing the solvent to obtain the 4-(2,4-dichlorophenoxy) aniline. The reaction equation is as follows. According to the technical scheme, the preparation method is cleaner, environment-friendly and low in production cost.

Description

technical field [0001] The invention relates to a new method for preparing an important intermediate 4-(2,4-dichlorophenoxy)aniline of the aryloxyphenoxypropionate herbicide difopyl. Background technique [0002] 4-(2,4-dichlorophenoxy)aniline is an important pharmaceutical and pesticide intermediate, and is mainly used in the production of the herbicide dipropa-methyl in the field of pesticides. The herbicide can be absorbed through roots and leaves, and is only effective against annual grass weeds. It is safe for dicotyledonous plants except cotton. Crabgrass and dogtail have effects, so they are widely used. [0003] The preparation of the intermediate 4-(2,4-dichlorophenoxy)aniline is currently prepared by reducing 2,4-dichlorophenyl-4'-nitrophenyl ether, and the traditional process uses 2, 4-dichlorophenyl-4'-nitrophenyl ether in water and electrolyte, use iron powder to reduce 2,4-dichlorophenyl-4'-nitrophenyl ether to 4-(2,4 -dichlorophenoxy)aniline, and then separ...

Claims

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Application Information

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IPC IPC(8): C07C217/90C07C213/02
Inventor 吴克崇王学胜吴贯中陈光海
Owner YIFAN AGRI CHEM PLANT ZHEJIANG PROV
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