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

A kind of synthetic method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride)

A technology of aminoethylsulfonamide and taurine hydrochloride, which is applied in the field of synthesis of taurine hydrochloride, can solve the problems of difficult removal of water, time-consuming post-processing, and long process time, achieving less side reactions, Easy post-processing and simple reaction treatment

Inactive Publication Date: 2020-02-18
EAST CHINA NORMAL UNIV +1
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] 2) Li, Ling et al, etc. used acetic anhydride to protect, and also chlorinated and then aminated, and used hydrazine hydrate for hydrazinolysis, but the process of amination and hydrazinolysis was too long, the efficiency was low, and the water was not easy to remove. Aftertreatment is time-consuming and yield is not high, and its reaction condition is as shown in following reaction formula (3):

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
  • A kind of synthetic method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride)
  • A kind of synthetic method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride)
  • A kind of synthetic method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 1.1 Preparation of compound (2-aminoethylsulfonamide hydrochloride / tauronamide hydrochloride)

[0034] Under the ice-water bath, add 10ml redistilled tetrahydrofuran into the 50ml three-necked flask, stir, the system is evacuated to replace the ammonia gas, so that it is in an ammonia gas environment of 1.0 atmosphere, and 1.5g compound (2-bromoethylsulfonyl chloride) is dissolved in Add 10ml of dry tetrahydrofuran into the system dropwise through a constant pressure dropping funnel within 10 minutes, and it can be observed that a white solid is formed in the system. Under an ice-water bath, continue to stir and react for 2 hours. The solution is clear and white lumps are formed at the bottom.

[0035] At 30°C, evaporate the solvent to dryness, add saturated sodium bicarbonate solution to adjust the pH between 7 and 8, add dichloromethane for multiple extractions, dry with anhydrous sodium sulfate, and evaporate to dryness, then beat with ethyl acetate, pump Filter to o...

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 present invention discloses a method for synthesis of taurideamide hydrochloride (2-aminoethylsulfonamide hydrochloride) which is an important basic medicinal raw material, the preparation methodof the taurideamide hydrochloride (2-aminoethylsulfonamide hydrochloride) belongs to the field of medicinal chemistry synthesis. Compound (I) (2-bromoethylsulfonyl chloride) is used as a starting material, ammonia is used as a nucleophilic reagent for nucleophilic substitution of chlorine atoms on sulfonyl chloride and bromine atoms on 2-site of ethyl of the compound (I) (2-bromoethylsulfonyl chloride), and the compound (II) taurideamide hydrochloride (2-aminoethylsulfonamide hydrochloride) is formed by action of the compound (I) (2-bromoethylsulfonyl chloride) and hydrochloric acid in ethanol, and a reaction scheme is shown in the specification. The method has the advantages of simple route, simple post-treatment, little side reaction and high yield, and meets the requirements of industrialized production.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry synthesis, and in particular relates to a synthesis method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride). Background technique [0002] Taurine hydrochloride (2-aminoethylsulfonamide hydrochloride) is an important basic medicinal raw material, and its preparation method belongs to the synthetic field of medicinal chemistry. At present, the synthetic method of taurine amide hydrochloride (2-aminoethylsulfonamide hydrochloride) has: [0003] 1) Toshiaki Hara, Stewart R.Durell, etc. have synthesized tauramide hydrochloride. First, Cbz-Cl is used to protect the amino group, sulfonic acid is used for chlorination reaction, and then amination reaction is carried out. Finally, Pd / C is used to catalyze hydrogen gas for deprotection reduction. , the industrial production cost is high and relatively dangerous, and its reaction equation is shown in the following reaction equation ...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C07C303/38C07C303/40C07C311/32
Inventor 占莉罗恬赵超周朴罗宇姜能桥姜建桥
Owner EAST CHINA NORMAL UNIV
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com