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Method for preparing bupropion hydrochloride

A technology of bupropion hydrochloride and acetone, which is applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry, etc., can solve the problems of unfavorable commercial production, increase of production cost, pollution of the environment, etc., and achieve low cost and lighten Damage, high yield effect

Inactive Publication Date: 2016-09-28
WEIHAI DISU PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this method, tert-butylamine plays the dual role of solvent and reactant, and there are many side reactions, which increase the production cost and are unfavorable to commercial production.
[0009] In summary, the existing methods for synthesizing bupropion hydrochloride generally have high costs, low yield, and environmental pollution.

Method used

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  • Method for preparing bupropion hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Take 33.7g of m-chloropropiophenone and 100g of dichloromethane in a 500mL three-necked flask, stir to dissolve, and add 22mL of 30% hydrogen peroxide in a water bath with temperature controlled at 20°C. After the addition is complete, control the reaction temperature at 20-25°C and add 0.5mL of 48% hydrobromic acid solution dropwise. After the reaction is initiated, keep the reaction temperature at 20-25°C and add the remaining hydrobromic acid dropwise, add a total of 45ml, and stir for 1 hour. Add 120g of water to wash, and stir for 20min, let it stand for 30min, separate the organic layer, transfer it to a three-necked flask again, and distill under reduced pressure in a water bath at 50°C until no fraction flows out to obtain 49.1g of a light yellow liquid with an HPLC purity of 98.5% .

[0030] Put 49.1g of the above bromide (light yellow liquid), 90mL of dichloromethane into a 500mL three-neck flask, stir to dissolve, add 49mL of tert-butylamine at a temperature ...

Embodiment 2

[0033] Take 33.7g of m-chloropropiophenone and 100g of acetonitrile in a 500mL three-necked flask, stir to dissolve, add 22mL of 30% hydrogen peroxide in a water bath with temperature controlled at 20°C. After the addition is complete, control the reaction temperature at 20-25°C and add 0.5mL of 48% hydrobromic acid solution dropwise. After the reaction is initiated, keep the reaction temperature at 20-25°C and add the remaining hydrobromic acid dropwise, add a total of 45ml, and stir for 1 hour. Add 120g of water to wash, and stir for 20min, let it stand for 30min, separate the organic layer, transfer it to a three-necked flask again, distill under reduced pressure in a water bath at 50°C until no fraction flows out, and obtain 48.5g of a light yellow liquid with a HPLC purity of 98.2% .

[0034] Put 48.5g of the above bromide (light yellow liquid), 90mL of dichloromethane into a 500mL three-neck flask, stir to dissolve, add 48.5mL of tert-butylamine at a temperature of 20-25...

Embodiment 3

[0037] Take 33.7g of m-chloropropiophenone and 100g of dichloromethane in a 500mL three-neck flask, stir to dissolve, and add 22mL of 30% hydrogen peroxide in a water bath with temperature controlled at 20°C. After the addition, control the reaction temperature at 20-25°C and add 0.5mL 48% hydrobromic acid solution dropwise. After the reaction is initiated, keep the reaction temperature at 20-25°C and add the remaining hydrobromic acid dropwise, add a total of 35ml, and stir for 1 hour . Add 120 g of water to wash, stir for 20 min, let stand for 30 min, separate the organic layer, transfer it to a three-necked flask, and distill under reduced pressure in a 50°C water bath until no fraction flows out. 43.7 g of a light yellow liquid was obtained with an HPLC purity of 98.4%.

[0038]Put 43.7g of the above bromide (light yellow liquid), 90mL of dichloromethane into a 500mL three-neck flask, stir to dissolve, add 44mL of tert-butylamine at a temperature of 20-25°C, after the add...

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Abstract

The invention discloses a novel method for preparing bupropion hydrochloride. According to the invention, m-chlorophenylacetone is taken as an initiator, then is brominated in a hydrobromic acid-hydrogen peroxide system, 3'-chlorine-alpha-bromophenyl ethyl ketone is synthesized; then through replacement by tert-butylamine and acidification by HCl-absolute ethyl alcohol, bupropion hydrochloride is obtained. The preparation method of bupropion hydrochloride replaces traditional bromine bromination, pollution can be effectively reduced, damage due to bromine volatilization on the operators can be greatly mitigated, and the method has the advantages of simple operation, low cost, high yield, and less side reaction, and is very suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of central nervous system drug bupropion hydrochloride. Background technique [0002] Bupropion hydrochloride, the chemical name is (±)-1-(3-chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone hydrochloride, is a Drugs for the central nervous system have a good therapeutic effect on depression and less side effects. The product was first successfully developed by the British company Glaxo-Wellcome, and it was launched in the United States in 1989. [0003] At present, there are many reports about the preparation method of bupropion hydrochloride, which are summarized as follows: [0004] (1) Use m-chloropropiophenone as raw material, react with tert-butylamine after chlorination, and finally acidify with hydrochloric acid to obtain bupropion hydrochloride. This method has the disadvantages that the chlorine gas is not easy to store and transport, the amount of gas introduced is not easy to control, th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C225/16C07C221/00
Inventor 闵庆祥韩龙坤姚岩邱金程
Owner WEIHAI DISU PHARMA CO LTD
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