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Method for reduced preparation of arylamine from aromatic nitro compound

A technology of aromatic nitro compounds, which is applied in the field of reduction of aromatic nitro compounds to prepare aromatic amines, can solve the problems of high raw material cost of nano-iron powder, pollution of salty wastewater, pollution, etc., and achieves high reduction reaction yield, reduction The effect of low drug cost

Inactive Publication Date: 2009-01-28
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the raw material cost of nano-iron powder is high
[0006] The purpose of the present invention is to solve the pollution problem in the traditional iron powder-strong acid aqueous solution reduction system, and to provide a method for preparing aromatic nitro compounds without using stronger inorganic acids such as hydrochloric acid, sulfuric acid or organic acids such as acetic acid. A new method of amine, which not only has the advantages of iron powder reduction method, but also avoids the pollution of salty wastewater to the environment

Method used

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  • Method for reduced preparation of arylamine from aromatic nitro compound
  • Method for reduced preparation of arylamine from aromatic nitro compound
  • Method for reduced preparation of arylamine from aromatic nitro compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: the preparation of p-chloroaniline

[0016] In a 100ml stainless steel autoclave, add 1.58g p-chloronitrobenzene, 3.35g iron powder, 20ml water, tighten the reaction kettle, and use CO 2 Replace the air 3 times, start stirring, raise the temperature to 120°C, fill with carbon dioxide until the pressure reaches 15MPa, react for 12 hours, and stop the reaction. The content of each component was analyzed by gas chromatography, and the result showed that the yield of p-chloroaniline was 98.0%.

Embodiment 2-9

[0017] Embodiment 2-9 is as embodiment 1 mode, and specific operating conditions are shown in Table 1

[0018]

[0019]

[0020] Embodiment 10-16 provides the reaction that other aromatic nitro compounds are reduced to prepare aromatic amine, and the results are shown in Table 2

[0021]

[0022] *Note A: o-nitrochlorobenzene, B: p-nitroacetophenone, C: o-nitrobenzonitrile, D: p-nitrophenylacetonitrile,

[0023] E: 1-nitroanthraquinone

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Abstract

The invention discloses a making method of arylamine reduced by aromatic nitro compound, which comprises the following steps: adopting hypercritical carbon dioxide / water as reacting dielectric; making metal ferric powder or zinc powder as reducer; reducing aromatic nitro compound to produce arylamine under 120 deg.c at 15Mpa for 12h; obtaining the product with receiving rate at 98%; recycling carbon dioxide, water and non-reacted ferric powder.

Description

technical field [0001] The present invention relates to a method for preparing aromatic amines by reduction of aromatic nitro compounds, especially for the selective reduction of aromatic nitro compounds containing other easily reducible substituent groups (such as halogen, carbonyl, cyano) on the ring, using metal Powder reducing agent combined with supercritical carbon dioxide / water system can reduce aromatic nitro compounds to obtain corresponding aromatic amines. After the reaction, carbon dioxide, water and unreacted iron powder can be reused, avoiding a large amount of waste water in the traditional iron powder reduction method emission problem. Background technique [0002] Aromatic amines are the main raw materials and intermediates of synthetic rubber, dyes, pigments, chemical reagents, pharmaceuticals and pesticides, and are widely used. The methods for synthesizing aromatic amines from corresponding aromatic nitro compounds usually include iron powder reduction m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/36C07C211/52C07C225/22C07C237/30
CPCY02P20/54
Inventor 蒋景阳高歌陶源
Owner DALIAN UNIV OF TECH