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Chemical synthesis process of 4-chloro-2-fluoro nitrobenzene

A technique for the synthesis of fluoronitrobenzene and its synthesis method, which is applied in the field of synthesizing 4-chloro-2-fluoronitrobenzene, can solve the problems that the purity of industrial products is only 90%, nitrochlorobenzene is not easy to obtain, and the price is high. Effects of mild conditions, few by-products, and simple operation

Inactive Publication Date: 2003-02-26
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is that the starting material 3,4-dinitrochlorobenzene is not easy to get, the price is higher, and the purity of industrial products is only 90%.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] 5-Chloro-2-nitroaniline hexafluorophosphate diazonium salt: In a 200ml three-necked flask, add 20.7g (0.12mol) 5-chloro-2-nitroaniline and 120ml 36% concentrated hydrochloric acid, stir, and cool in an ice-water bath to 5-10°C, then add dropwise 15ml of aqueous solution containing 8.8g (0.13mol) sodium nitrite within 60min at this temperature, and continue to stir and react at 5-10°C for 1.5h after the addition is complete. Remove a small amount of insoluble matter by suction filtration, and slowly add the filtrate to 63.5 g of 40% hexafluorophosphoric acid aqueous solution under cooling in an ice-water bath, control the reaction temperature at 5-10°C and stir for 30 minutes, then suction filtration, and successively wash with a little cold water, methanol / ether ( 1:10) solution and diethyl ether, and vacuum-dried to obtain 32.9 g of light yellow powdered diazonium hexafluorophosphate, with a yield of 83%.

Embodiment 2

[0015] 5-Chloro-2-nitroaniline diazonium hexafluorophosphate: except that the reaction temperature was controlled at -10 to 5°C, other operating conditions were the same as in Example 1, and 27.8 g of light yellow powder diazonium hexafluorophosphate was obtained. , yield 71%.

Embodiment 3

[0017] 5-Chloro-2-nitroaniline diazonium hexafluorophosphate: except that the reaction temperature was controlled at 15-20°C, other operating conditions were the same as in Example 1, and 24.5 g of light yellow powdered diazonium hexafluorophosphate was obtained. Yield 63%.

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PUM

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Abstract

The present invention is a chemical synthesis process of 4-chloro-2-fluoro nitrobenzene. The synthesis process includes diazotization of 5-chloro-2-nitro benzene as initial raw material, reaction with aqueous solution of phosphofluoric acid to produce corresponding diazotized salt, and then thermal decomposition to prepare 4-chloro-2-fluoro nitrobenzene. The process has the advantages of easy to obtain raw material, mild reaction condition, and high product purity.

Description

Technical field: [0001] The present invention relates to a new method for synthesizing 4-chloro-2-fluoronitrobenzene. The method uses 5-chloro-2-nitroaniline as a starting material to prepare 4-chloro-2-fluoronitrobenzene. And 5-chloro-2-nitroaniline can be prepared conveniently by known methods using 3-chloroaniline as a starting material. Background technique: [0002] 4-Chloro-2-fluoronitrobenzene is an important intermediate in the synthesis of low-toxicity, broad-spectrum, ultra-efficient herbicide fluthiazol and other agricultural conventions. Most of the existing synthetic methods use 2,4-dichloronitrobenzene as the starting material to prepare 4-chloro-2-fluoronitrobenzene through halogen displacement reaction. For example, the method reported by British Patent (GB 1514082) is to allow 2,4-dichloronitrobenzene to react with dry potassium fluoride in a sulfolane medium at 240°C for 6-33 hours to obtain 4-chloro-2-fluoronitrobenzene Mixtures of benzene, 2-chloro-4-f...

Claims

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Application Information

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IPC IPC(8): C07C201/06C07C205/11
Inventor 徐振元杜晓华
Owner ZHEJIANG UNIV OF TECH
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