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Nitro-catalytic hydrogenation method in N-(3-nitro-4-methoxyphenyl) amide

A methoxyphenyl, catalytic hydrogenation technology, applied in chemical instruments and methods, metal/metal oxide/metal hydroxide catalysts, preparation of carboxylic acid amides, etc., can solve problems such as environmental pollution

Inactive Publication Date: 2010-07-07
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] my country's current industrial preparation of N-(3-amino-4-methoxyphenyl)acetamide all adopts the iron filings reduction method, which has caused serious environmental pollution.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] In a 50ml autoclave, add 0.3g of modified skeleton nickel, 30ml of ethanol, 2g of N-(3-nitro-4-methoxyphenyl)acetamide, close the autoclave, first replace it with nitrogen three times, and then use hydrogen After three replacements, raise the temperature to 60°C, fill the hydrogen gas pressure to 1.0MPa, start stirring, and start the reaction, and finish the reaction after 1 hour. After cooling to about 50°C with water, take a sample for gas chromatography analysis. The conversion rate of N-(3-nitro-4-methoxyphenyl)acetamide was 100%, and the selectivity of N-(3-amino-4-methoxyphenyl)acetamide was 99%.

Embodiment 2

[0016] In a 50ml autoclave, add 0.5g of modified skeleton nickel, 30ml of ethanol, 3g of N-(3-nitro-4-methoxyphenyl)acetamide, close the autoclave, first replace it with nitrogen three times, and then replace it with hydrogen After three replacements, the temperature was raised to 80°C, stirring was started, and the reaction started. After 1.5 hours, the reaction was stopped, cooled to about 50°C with water, and samples were taken for chromatographic analysis. The conversion rate of N-(3-nitro-4-methoxyphenyl)acetamide was 100%, and the selectivity of N-(3-amino-4-methoxyphenyl)acetamide was 99.2%.

Embodiment 3

[0018] In a 50ml autoclave, add 0.5g of modified skeleton nickel, 30ml of ethanol, 3g of N-(3-nitro-4-methoxyphenyl)acetamide, close the autoclave, first replace it with nitrogen three times, and then replace it with hydrogen After three replacements, the temperature was raised to 90°C, stirring was started, and the reaction started. After 1 hour, the reaction was stopped, cooled to about 50°C with water, and samples were taken for chromatographic analysis. The conversion rate of N-(3-nitro-4-methoxyphenyl)acetamide was 100%, and the selectivity of N-(3-amino-4-methoxyphenyl)acetamide was 99.1%.

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PUM

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Abstract

This invention relates to catalytic hydrogenation means of nitryl in N - ( 3 - nitryl - 4 - anisole group) acetamide, belongs to skeleton nickel catalytic hydrogenation application area. Under condition of reaction temperature 60 to 170deg, reaction pressure 0.5 to 3MPa below, the N - ( 3 - nitryl - 4 - anisole group) acetamide takes liquid-phase catalysis hydrogenation to prepare N - ( 3 - amido - 4 - anisole group) acetamide, the conversion rate can reach 100%, selectivity is 99%upwards, age of catalyst longer than 100 hours.

Description

technical field [0001] The invention belongs to the application field of framework nickel catalytic hydrogenation. It involves the use of a modified skeleton nickel catalyst to efficiently catalyze the hydrogenation of N-(3-nitro-4-methoxyphenyl)acetamide, a fine chemical intermediate, and to prepare dyes and drug monomers N(3 -nitro-4-methoxyphenyl)acetamide. Background technique [0002] N-(3-amino-4-methoxyphenyl)acetamide (C 9 h 12 N 2 o 2 , 3-amino-4-methoxy-acetanilide) is an important intermediate for the synthesis of azo dyes and drugs, and its typical application is to synthesize 4-acetylamino-2-(N,N-diethanolamino)benzidine as a raw material Ether, as well as the coupling components for the preparation of disperse blue series pigments and disperse dark blue HGL, currently have a large production and sales volume both at home and abroad. [0003] Research at home and abroad shows that there are mainly two kinds of preparation routes for N-(3-amino-4-methoxyphe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/43C07C231/12B01J23/755B01J23/94
CPCY02P20/584
Inventor 吕连海李玉涵马荣华郭芳王越吕荣文
Owner DALIAN UNIV OF TECH
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