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Preparation method of bupropion hydrochloride

A technology of bupropion hydrochloride and bupropion hydrochloride is applied in the field of preparation of bupropion hydrochloride, and can solve the problems of not completely solving bromine pollution, restricting industrial production, not taking into account and the like

Active Publication Date: 2018-09-21
SHAOXING UNIV YUANPEI COLLEGE +1
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AI Technical Summary

Problems solved by technology

The improvement of CN105968023A generates bromine immediately in the reaction, although the use of bromine in the bromination reaction is eliminated, the hydrobromic acid used therein is also a volatile acid, and more importantly, this scheme does not take into account that in the next step In the amination reaction, the bromine is removed again and becomes wastewater containing bromine ions, which is fatal to microorganisms in the water treatment system. Therefore, this technology does not completely solve the fundamental problem of bromine pollution
[0005] Due to the problems of the above-mentioned bromination reaction, the preparation of bupropion hydrochloride has always been under the high risk of safety and environmental protection, and these factors limit the industrial production of this preparation route

Method used

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  • Preparation method of bupropion hydrochloride
  • Preparation method of bupropion hydrochloride

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preparation example Construction

[0022] Such as figure 1 Shown, a kind of preparation method of bupropion hydrochloride of the present invention comprises the steps:

[0023] Step S1, using m-chloropropiophenone as a raw material, bromination reaction with sodium bromide, sulfuric acid, and hydrogen peroxide in a water-halogenated hydrocarbon solvent to prepare a bromide intermediate;

[0024] Step S2, reacting the prepared bromide with tert-butylamine to prepare bupropion, after the reaction for preparing bupropion is completed, directly add water, after the reaction solution is layered, the layered organic layer is cleaned and distilled to obtain After bupropion, obtain bupropion hydrochloride through hydrogen chloride isopropanol acidification;

[0025] Step S3, in the process of preparing bupropion, the water layer obtained after the reaction solution is layered is adjusted to alkali with sodium hydroxide, after distillation and recovery of tert-butylamine, the water layer containing bromide ions is conc...

Embodiment 1

[0031] At room temperature, add 30 mL of water and 15 g (0.15 mol) of concentrated sulfuric acid into the reaction flask, and lower the temperature to room temperature, add 20.6 g (0.2 mol) of sodium bromide, and stir for 20 minutes. Add 100mL of dichloromethane and 30g (0.18mol) of m-chloropropiophenone, stir until the solid is completely dissolved, raise the temperature to 40°C, slowly add 28g of 30% hydrogen peroxide (0.25mol) dropwise, and stir at 40°C for reaction 2 Hour. After the reaction, cool to normal temperature, let stand to separate layers, discard the water layer, wash the organic layer twice with 100mL water, collect the lower organic layer to obtain a dichloromethane solution of bromo-m-chloropropiophenone, and directly enter the next reaction.

[0032] At room temperature, 29 g (0.4 mol) of tert-butylamine was added to the organic layer, and the reaction solution was heated to reflux temperature for 20 hours of reaction. Cool down to room temperature after th...

Embodiment 2

[0035] At room temperature, add 30 mL of water and 20 g (0.2 mol) of concentrated sulfuric acid into the reaction flask, lower the temperature to room temperature, add 18.5 g (0.18 mol) of sodium bromide, and stir for 20 minutes. Add 130mL of dichloromethane and 30g (0.18mol) of m-chloropropiophenone, stir until the solids are completely dissolved, raise the temperature to 40°C, slowly add 34g of 30% hydrogen peroxide (0.3mol) dropwise, and stir at 40°C for reaction 2 Hour. After the reaction, cool to normal temperature, let stand to separate layers, discard the water layer, wash the organic layer twice with 100mL water, collect the lower organic layer to obtain a dichloromethane solution of bromo-m-chloropropiophenone, and directly enter the next reaction.

[0036] At room temperature, 36.5 g (0.5 mol) of tert-butylamine was added to the organic layer, and the reaction solution was heated to reflux temperature for 20 hours of reaction. Cool down to room temperature after the...

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Abstract

The invention discloses a preparation method of bupropion hydrochloride. M-chlorophenylacetone is used as a raw material to take bromination reaction with sodium bromide, sulfuric acid and hydrogen peroxide in a water-halohydrocarbon solvent to prepare a brominated intermediate; then the prepared bromide reacts with tert-butylamine to prepare amfebutamone, after the reaction for preparing amfebutamone is completely reacted, the water is directly added, after a reaction solution is layered, the layered organic layer is cleaned and distilled to obtain amfebutamone, and obtained amfebutamone is acidified by virtue of isopropanol hydrochloride to obtain bupropion hydrochloride; and the peparation process of amfebutamone, the alkalinity of a water layer obtained after the layering of the reaction solution is adjusted by using sodium hydroxide, after tert-butylamine is recovered in a distillation manner, the water layer comprising bromine ions is concentrated, the pH value is adjusted to beneutral by using sulfuric acid, the obtained aqueous solution comprising sodium bromide is used for taking the bromination reaction again so as to be circularly utilized. By adopting the preparation method, the environment-friendly circular utilization of bromine is realized, and the production cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of chemical preparation, in particular to a preparation method of bupropion hydrochloride. Background technique [0002] Bupropion hydrochloride is a safe and effective antidepressant widely used clinically. Studies in recent years have found that it has a very good smoking cessation effect and can greatly improve the success rate of active smoking cessation. Therefore, it has been approved by the United States as a The only prescription smoking cessation drug. Since its launch in the United States in 1996, sales of bupropion hydrochloride have continued to increase, ranking among the top 50 best-selling prescription drugs in the world. According to the situation of various literature reports at home and abroad, the main technology of preparing bupropion hydrochloride is to use m-chloropropiophenone as raw material, after bromination, amination with tert-butylamine, and acidification with hydrochloric acid ...

Claims

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Application Information

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IPC IPC(8): C07C221/00C07C225/16
CPCC07C45/63C07C221/00C07C225/16C07C49/80
Inventor 王玮邓莉平周瑾童小兵沈剑锋陶伟锋
Owner SHAOXING UNIV YUANPEI COLLEGE
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