Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for synthesizing bromhexine hydrochloride

A technology of bromhexine hydrochloride and bromhexine hydrochloride, applied in the field of chemical medicine synthesis, can solve the problems such as unobtainable starting materials or intermediates, harsh reaction conditions, unstable intermediates and the like, shortening the production cycle and reducing the number of reaction steps. , the effect of reducing production costs

Active Publication Date: 2015-05-20
SHANGHAI DINGYA PHARM CHEM CO LTD
View PDF5 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0016] In the above-mentioned preparation route, there are problems such as difficult acquisition of starting materials or intermediates, instability of intermediates, difficulty in monitoring, harsh reaction conditions, and large environmental pollution.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing bromhexine hydrochloride
  • Method for synthesizing bromhexine hydrochloride
  • Method for synthesizing bromhexine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The preparation of embodiment 1 bromhexine hydrochloride

[0032]

[0033] (1) Preparation of bromhexine free base

[0034] Take 6.0 g (0.0215 mol) of 2-amino-3,5-dibromobenzaldehyde and 2.7 g (0.0239 mol) of N-methylcyclohexylamine, add 100 mL of tetrahydrofuran, stir at 25°C to mix evenly, Then add 0.5g Amberlyst? 15 (H), 1.7g sodium borohydride (0.0447mol), continue to stir, use TLC method (HSGF254 silica gel plate, developer: V 石油醚 :V 乙酸乙酯 =9:1) Monitor the reaction process, after the reaction is terminated, filter the mixture, add 30mL saturated brine to the filtrate, let stand for layers, extract with ether (3×50mL), combine the organic phases, wash with water, wash with saturated brine, no Dry over sodium sulfate, filter, concentrate to remove the solvent, column chromatography (petroleum ether: ethyl acetate = 9:1) to obtain 4.7 g of light yellow oily liquid, yield 58%.

[0035] (2) Preparation of bromhexine hydrochloride

[0036] Add 4.7g of bromhexine i...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a method for preparing bromhexine hydrochloride. The method comprises the steps of synthesizing bromhexine free alkali from 2-amino-3,5-dibromo benzaldehyde and N-methyl cyclohexylamine in the presence of a catalyst and a reducer in one step, and enabling the produced bromhexine free alkali to undergo salt forming reaction with a hydrogen chloride salt forming reagent, thereby preparing bromhexine hydrochloride, wherein the catalyst is a sulfonic acid type catalyst Amberlyst<R>15(H). According to the method, the number of reaction steps is greatly reduced, the production cycle is shortened, the reaction yield is increased, and the production cost is reduced; the method disclosed by the invention has no need of using virulent reagents, is mild in reaction conditions and little in environmental pollution, and is free from special requirements on equipment.

Description

technical field [0001] The invention belongs to the field of chemical medicine synthesis, and in particular relates to a method for synthesizing bromhexine hydrochloride. Background technique [0002] Bromhexine hydrochloride, the chemical name is N-methyl-N-cyclohexyl-2-amino-3,5-dibromobenzylamine hydrochloride, the structural formula is as follows: [0003] [0004] It is a new type of mucus-dissolving expectorant synthesized according to the structure of the active ingredient proposed by the medicinal plant Duckbill flower, which has a strong effect of dissolving mucus, can make the mucopolysaccharide fibers in the phlegm differentiate and crack, and inhibit mucopolysaccharide The synthesis of sialic acid reduces the content of sialic acid in sputum, thereby reducing the viscosity of sputum and making sputum easy to cough up. It is clinically used for the treatment of acute and chronic bronchitis, asthma, bronchiectasis, and emphysema. [0005] The preparation metho...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C211/52C07C209/00
Inventor 郭相国阮诗文严恭超徐丽萍
Owner SHANGHAI DINGYA PHARM CHEM CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com