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Synthesis method of m-fluoroaniline

A synthesis method, m-fluoroaniline technology, applied in the field of m-fluoroaniline synthesis, can solve the problems of high cost, low yield of Schiemann reaction, etc., and achieve the effect of high yield

Inactive Publication Date: 2011-09-07
郓城县世炬商贸有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] This method Schman reaction yield is low, and cost is high

Method used

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  • Synthesis method of m-fluoroaniline
  • Synthesis method of m-fluoroaniline
  • Synthesis method of m-fluoroaniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The reaction equation for synthesizing m-fluoroaniline from m-chloroaniline is:

[0024]

[0025] (1) Preparation of m-fluorochlorobenzene: that is, diazotization reaction followed by thermal decomposition reaction to prepare m-fluorochlorobenzene:

[0026] Put 140g of water into a 1000ml four-necked reaction flask, add 270g of hydrochloric acid with a concentration of 30%, slowly add 128g of m-chloroaniline after stirring evenly, cool to -10°C-0°C after adding, add dropwise 30% of hydrochloric acid Sodium nitrite solution 250g, after adding -10°C-0°C, react for 20 minutes, then add dropwise 280g of 40% fluoboric acid at -10°C-0°C, add -10°C-0°C, react for 1 hour, filter, Dry to obtain diazonium fluoroborate, then thermally decompose the diazonium fluoroborate at 150°C-200°C, add water to neutralize and separate to obtain 90.5g of m-fluorochlorobenzene, 99% or more in GC analysis, yield 71 %;

[0027] (2) Preparation of m-fluoroaniline:

[0028] In the 1000ml auto...

Embodiment 2

[0030] (1) The preparation of m-fluorochlorobenzene is the same as step (1) of implementation 1;

[0031] (2) Preparation of m-fluoroaniline:

[0032] Substitute the Cu of embodiment 1 step (2) with CuO 2 O is the catalyst, the amount is the same, and the rest are the same as in Example 1 to obtain 91 g of m-fluoroaniline, with a yield of 82% and a content of >99.5%.

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Abstract

The invention relates to a synthesis method of the fluorine-containing aniline, in particular to a synthesis method of m-fluoroaniline. The synthesis method of m-fluoroaniline is characterized in that m-chloroaniline is used as the starting material to perform Schiemann reaction and obtain m-fluorochlorobenzene, m-fluorochlorobenzene is used to perform amination reaction and obtain m-fluoroaniline, the catalyst in the amination reaction is Cu2O or CuO; and the temperature of the amination reaction is 150-200 DEG C. The synthesis method of m-fluoroaniline has the following beneficial effects: m-chloroaniline is used as the starting material to perform ammonolysis and obtain m-fluoroaniline through the Schiemann reaction; and in the synthesis method, cheap m-chloroaniline is used as a raw material and the low-cost method is adopted to prepare m-fluoroaniline, and the m-fluoroaniline yield is high.

Description

[0001] (1) Technical field [0002] The invention relates to a synthesis method of fluorine-containing anilines, in particular to a synthesis method of m-fluoroaniline. (2) Background technology [0003] M-fluoroaniline is an important fine chemical intermediate for drugs, dyes, and liquid crystal products. The known methods for producing m-fluoroaniline include: [0004] (1) m-fluoronitrobenzene reduction method [0005] [0006] Although the yield of this reaction is high, the raw material m-fluoronitrobenzene is relatively expensive, and the preparation is not easy, so it is not suitable for industrialization. [0007] (2) Ammonolysis of m-fluorobromobenzene under high temperature and pressure to produce m-fluoroaniline: [0008] [0009] The raw material m-fluorobromobenzene of this method is also difficult to obtain, and the price is relatively expensive. [0010] (3) High-temperature fluorination of m-chloroaniline to prepare m-fluoroaniline: [0011] [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/52C07C209/10
Inventor 刘拥贤潘建龙陈维德
Owner 郓城县世炬商贸有限公司
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