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Synthetic method of 5-cholro-8-quinoline oxyacetic acid

A technology of quinolineoxyacetic acid and a synthetic method, which is applied in the field of synthesis of 5-chloro-8-quinolineoxyacetic acid, can solve the problems of environmental pollution, low yield, and corrosion of equipment in the chlorination step, so as to avoid safety problems and environmental pollution problems, high product yields, and the effects of mild production process conditions

Inactive Publication Date: 2014-01-22
HARBIN UNIV OF SCI & TECH
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Problems solved by technology

[0006] The purpose of the present invention is to provide a kind of synthetic method of 5-chloro-8-quinolineoxyacetic acid in order to solve the problem of polluting the environment, corroding equipment and low yield in the chlorination step in the existing clofenac-methyl production process

Method used

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  • Synthetic method of 5-cholro-8-quinoline oxyacetic acid
  • Synthetic method of 5-cholro-8-quinoline oxyacetic acid

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specific Embodiment approach 1

[0020] Specific embodiment one: the synthetic method of a kind of 5-chloro-8-quinoline oxyacetic acid of the present embodiment is completed according to the following steps:

[0021] 1. Mix 8-quinolinyloxyacetic acid with 12% to 28% aqueous hydrochloric acid solution by mass to prepare an 8-quinolinyloxyacetic acid electrolyte with a concentration of 5 to 150g / L; 2. 1. Place the prepared electrolyte solution in a single-chamber electrolytic cell, use platinum sheets as cathode and anode electrodes, and perform electrolytic chlorination for 0.5-5 hours under the condition of current intensity of 0.2-0.8A; The hydrochloric acid was removed by pressure distillation to obtain the crude product of 5-chloro-8-quinolineoxyacetic acid, and then the crude product of 5-chloro-8-quinolineoxyacetic acid was refined by recrystallization method to obtain 5-chloro-8-quinoline Pure oxyacetic acid.

specific Embodiment approach 2

[0022] Embodiment 2: This embodiment differs from Embodiment 1 in that: the concentration of 8-quinolinyloxyacetic acid in step 2 is 20-120 g / L. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0023] Embodiment 3: The difference between this embodiment and Embodiment 1 or 2 is that the concentration of 8-quinolinyloxyacetic acid in step 2 is 50-120 g / L. Others are the same as in the first or second embodiment.

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Abstract

The invention discloses a synthetic method of 5-cholro-8-quinoline oxyacetic acid, and relates to the technical field of electrochemical organic synthesis. The synthetic method disclosed by the invention is used for solving the problems that the existing cloquitocet-mexyl production process is severe in environmental pollution, poor in selectivity and the like. The operating condition of the method is as follows: in a single-chamber electrolytic tank, platinum sheets are taken as negative and positive electrodes, 8-quinoline oxyacetic acid is taken as a raw material, and aqueous liquor of hydrochloric acid is taken as an electrolyte; 5-cholro-8-quinoline oxyacetic acid can be synthesized with high yield and high selectivity by adjusting the current strength. The method disclosed by the invention mainly has the advantages that chlorine is not directly used in production, so that the safety problem and environmental pollution problem caused by use of chlorine are avoided. In addition, the method provided by the invention is mild in condition of production process, simple to operate, high in product yield, few in byproduct and low in cost, and has greater practical value and social and economical values.

Description

technical field [0001] The invention relates to a synthesis method of 5-chloro-8-quinolineoxyacetic acid, which belongs to the technical field of organic electrochemistry. Background technique [0002] The herbicide safener cloclofenapyl can accelerate the detoxification effect of clodinafop-propargyl in grains, and has been widely used in the domestic market. 5-Chloro-8-quinolineoxyacetic acid is the main intermediate for the synthesis of clofenacyl, and 5-chloro-8-quinolineoxyacetic acid is esterified with 2-heptanol to obtain clocloclofenac. [0003] The current industrially used production process of clocloclofenac is mainly based on 8-hydroxyquinoline as raw material, and chlorination reaction is directly carried out with chlorine gas in organic solvents such as chloroform and acetic acid to obtain 5-chloro-8-hydroxyquinoline. The chlorination selectivity of this method is poor, and there is a certain amount of 7-chloro-8-hydroxyquinoline and 5,7-dichloro-8-hydroxyquin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/28
CPCC25B3/27
Inventor 刘波吕程程由君于艳超
Owner HARBIN UNIV OF SCI & TECH
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