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4-(chloromethyl)-7-hydroxy coumarin compound and preparation method thereof

A technology of hydroxycoumarin and chloromethyl, which is applied in the field of compound 4--7-hydroxycoumarin and its preparation, can solve the problems of high toxicity and side effects, difficulty in controlling the quality of Chinese patent medicines, and difficulty in accurately evaluating clinical efficacy. To achieve the effect of scientific production methods

Inactive Publication Date: 2013-02-13
TIANJIN HEOWNS BIOCHEM TECH
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  • Abstract
  • Description
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Problems solved by technology

[0002] Gout has the characteristics of latent onset and difficult to cure. Chemical drugs have the disadvantages of high toxicity and side effects to varying degrees. Although traditional Chinese medicine has achieved good results in the treatment of gout, it is difficult to determine the active ingredients due to the complexity of traditional Chinese medicine and compound prescriptions. Therefore, It is difficult to accurately evaluate the clinical efficacy. At the same time, because the content of traditional Chinese medicine ingredients varies with the place of origin and batches, it is difficult to control the quality of Chinese patent medicines

Method used

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  • 4-(chloromethyl)-7-hydroxy coumarin compound and preparation method thereof
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  • 4-(chloromethyl)-7-hydroxy coumarin compound and preparation method thereof

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Embodiment Construction

[0017] Below in conjunction with embodiment, the technical solution of the present invention is further described, and following embodiment is illustrative, not limiting, can not limit protection scope of the present invention with following embodiment.

[0018] The structural formula of 4-(chloromethyl)-7-hydroxycoumarin prepared by the present invention is:

[0019]

[0020] reaction route

[0021]

[0022] Raw materials: resorcinol, ethyl chloroacetoacetate, and concentrated sulfuric acid are commercially available

[0023] The synthetic method of 4-(chloromethyl)-7-hydroxycoumarin is as follows:

[0024] Weigh resorcinol (0.5mol), slowly add to 90ml concentrated H under cooling 2 SO 4 , stirred continuously, then added ethyl chloroacetoacetate (0.5mol), turned to room temperature and stirred overnight, slowly poured the reaction solution into 10 times the amount of ice-water bath, stirred at room temperature for 1 hour, a large amount of solids were produced, filt...

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Abstract

The invention relates to a 4-(chloromethyl)-7-hydroxy coumarin compound and a preparation method thereof. The method comprises the following steps of: weighing resorcinol; slowly adding the resorcinol into 90ml of concentrated H2SO4 under a cooling condition; continuously stirring the mixture; adding chloroacetoacetic acid ethyl ester into the mixture; stirring mixing liquid at the room temperature overnight; slowly pouring reaction liquid into ten times amount of an ice-water bath; stirring the mixing liquid for one hour at the room temperature to generate a large quantity of solids; filtering the large quantity of solids; recrystallizing by using ethyl acetate; drying the solids to obtain the 4-(chloromethyl)-7-hydroxy coumarin compound. With a detailed synthetic and purifying method for the 4-(chloromethyl)-7-hydroxy coumarin compound, provided by the invention, the yield is up to 52.9 percent, and the production method is scientific and reasonable, so that an elaborate theory and a practical guidance are provided for subsequent expanded production.

Description

technical field [0001] The invention belongs to the field of compound preparation, in particular to a compound 4-(chloromethyl)-7-hydroxycoumarin and a preparation method thereof. Background technique [0002] Gout has the characteristics of latent onset and difficult to cure. Chemical drugs have the disadvantages of high toxicity and side effects to varying degrees. Although traditional Chinese medicine has achieved good results in the treatment of gout, it is difficult to determine the active ingredients due to the complexity of traditional Chinese medicine and compound prescriptions. Therefore, It is difficult to accurately evaluate the clinical efficacy. At the same time, because the content of traditional Chinese medicine ingredients varies with the place of origin and the batch, it is difficult to control the quality of Chinese patent medicines. [0003] According to the search, two patent documents related to the present application were found, among which the documen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/18
Inventor 崔志刚
Owner TIANJIN HEOWNS BIOCHEM TECH
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