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Synthesis method of 8-hydroxyquinoline

A technology of hydroxyquinoline and a synthesis method, applied in the direction of organic chemistry and the like, can solve the problems of not achieving dehydration to generate acrolein, affecting the yield and yield, reducing the concentration of concentrated sulfuric acid, and improving the quality of 8-hydroxyquinoline, The effect of reducing energy consumption and increasing reaction rate

Inactive Publication Date: 2016-06-01
ITIC MEDCHEM CO LTD
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Problems solved by technology

[0005] But there is following shortcoming in the synthetic route of the 8-hydroxyquinoline that takes glycerol as raw material: every mole of o-aminophenol needs 3mol glycerin, the vitriol oil of 2-3mol, will neutralize with alkali after the reaction, contains a large amount of organic and inorganic salts
The presence of moisture in the reaction system will reduce the concentration of concentrated sulfuric acid, and the purpose of dehydration to acrolein will not be achieved, which will seriously affect the output and yield

Method used

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  • Synthesis method of 8-hydroxyquinoline

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Embodiment 1

[0046] According to the above-mentioned experimental method, in the first step in Example 1, the weight ratio of copper sulfate and calcium oxide added is 1:2, and the weight sum of copper sulfate and calcium oxide is the same as that of glycerol.

Embodiment 2

[0048] According to the above-mentioned experimental method, in the first step in the second embodiment, the weight ratio of copper sulfate and calcium oxide is 1:1, and the weight sum of copper sulfate and calcium oxide is the same as that of glycerin.

Embodiment 3

[0050]According to the above-mentioned experimental method, in the first step in Example 3, the weight ratio of copper sulfate and calcium oxide added is 2:1, and the weight sum of copper sulfate and calcium oxide is the same as that of glycerin.

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Abstract

The invention discloses a synthesis method of 8-hydroxyquinoline. On the basis of Skraup reaction, reaction conditions are optimized, and 8-hydroxyquinoline is obtained through cyclization reaction of glycerinum and ortho-aminophenol; by adding anhydrous cupric sulfate and calcium oxide, water in a system can be absorbed, and concentrated sulfuric acid efficiency can be improved; meanwhile, dehydration cyclization of an addition product of aniline and acrolein can be accelerated, reaction speed is increased, reaction yield is ensured, and high economic benefits are achieved.

Description

Technical field: [0001] The invention relates to a synthesis method of 8-hydroxyquinoline, which belongs to the technical field of organic synthesis. Background technique: [0002] 8-Hydroxyquinoline is an important intermediate in organic synthesis, and its synthesis process, preparation of derivatives, and research on biological activity are currently one of the hot topics in the fields of chemistry, pharmacy, and medicine. As a metal ion chelating agent with excellent performance, 8-hydroxyquinoline has been widely used in chemical analysis of metal elements, extraction of metal ions, photometric analysis and metal anticorrosion in metallurgical industry and analytical chemistry. Because most of 8-hydroxyquinoline and its derivatives have biological activity, they are also widely used in the field of pharmaceutical industry. 8-Hydroxyquinoline is directly used as a disinfectant, and its halogenated derivatives, nitrated and N-oxides are raw materials for the synthesis of...

Claims

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Application Information

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IPC IPC(8): C07D215/26
CPCC07D215/26
Inventor 胡海威丁靓闫永平郑辉严辉
Owner ITIC MEDCHEM CO LTD
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