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Method of synthesizing hydrodiazo kind compound

A technology for the hydrogenation of azo compounds, applied in the field of synthesis of azobenzene compounds, which can solve the problems of reaction by-product pollution, high cost, and no reduction of azo groups, and achieve simple raw materials, low cost, and subsequent separation easy effect

Inactive Publication Date: 2007-01-17
LIAONING UNIVERSITY
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  • Summary
  • Abstract
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  • Claims
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AI Technical Summary

Problems solved by technology

At present, the methods for reducing azoaromatic compounds to prepare hydroazoaromatic compounds mainly include: metal reduction method, catalytic hydrazine reduction method and alkali sulfide reduction method. Although the above methods are relatively mature in technology, the reaction by-products are all products that pollute the environment. , belongs to the method of elimination in the reduction process method, the cost of the catalytic hydrazine reduction method is relatively high, and the catalytic reduction method of carbon monoxide has been reported in the reduction of nitro groups, but there is no report on the reduction of azo groups.

Method used

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  • Method of synthesizing hydrodiazo kind compound
  • Method of synthesizing hydrodiazo kind compound

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Experimental program
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Effect test

Embodiment 1

[0021] Add azobenzene 9.1g (50mmol), Se0.08 (1mmol), H 2 O 9g (0.5mol), triethylamine 0.5g (5mmol) and solvent DMF200mL (2.6mol), continue to pass carbon monoxide, then heat to 88 ° C and stir for 0.5 hours, cool to room temperature, switch carbon monoxide to oxygen or air After stirring for 0.5-1 hour, filter out the selenium powder according to a conventional method. The solvent was evaporated by distillation under reduced pressure (below 5kPa), washed with water, and filtered. The yield was 95%.

Embodiment 2

[0023] temperature(°C)

Embodiment 3

[0025] solvent

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Abstract

The invention provides a process for synthesizing azocompound hydrogenated which comprises, reacting aromatic azocompound in organic solvent under normal pressure at the presence of carbon monoxide and water, using selenium as catalyst, organic bases or inorganic bases as catalyst promoter, synthesizing azocompound hydrogenated in one step, wherein the mol ratio of the aromatic azocompound and water is 1:1-20, the mol amount of selenium is 0.1-8% of the aromatic azocompound, the mol amount of organic base or inorganic base is 0-10% of the aromatic azocompound, the reacting time is 0.5-3 hours, the reaction temperature is 30-100 deg. C.

Description

technical field [0001] The invention relates to a synthesis method of azobenzene compounds, in particular to a method for synthesizing hydrogenated azobenzene compounds by catalytic reduction of carbon monoxide. Background technique [0002] As a large class of important organic synthesis intermediates and raw materials, hydroazobenzene is used in the fields of medicine and pesticides. At present, the methods for reducing azoaromatic compounds to prepare hydroazoaromatic compounds mainly include: metal reduction method, catalytic hydrazine reduction method and alkali sulfide reduction method. Although the above methods are relatively mature in technology, the reaction by-products are all products that pollute the environment. , belongs to the method of elimination in the reduction process method, the cost of the catalytic hydrazine reduction method is relatively high, and the carbon monoxide catalytic reduction method has been reported in the reduction of nitro groups, but t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C243/22C07C211/02
Inventor 刘晓智李宏颖张欣孙丹
Owner LIAONING UNIVERSITY
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