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

A kind of synthetic method of sulfonic acid internal salt compound of amidine

A technology of sulfonic acid inner salt and synthesis method, which is applied in the field of synthesis of sulfonic inner salt compound and achieves the effects of simple operation, mild reaction conditions and good yield

Active Publication Date: 2017-06-13
HUAWEI TEHCHNOLOGIES CO LTD
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there has been no report on the synthesis of internal sulfonic acid compounds of amidines. Considering the outstanding performance of other internal salt structures of amidines in various fields, a new type of internal sulfonic acid salts of amidines has been designed and synthesized in anticipation of its application in practical fields. and development is necessary

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 sulfonic acid internal salt compound of amidine
  • A kind of synthetic method of sulfonic acid internal salt compound of amidine
  • A kind of synthetic method of sulfonic acid internal salt compound of amidine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment one: 3,5-dimethyl-2-aminobenzenesulfonyl chloride and N,N Synthesis of sulfonic acid inner salt compound of amidine by reaction of dimethylformamide

[0021] Add 219 mg 3,5-dimethyl-2-aminobenzenesulfonyl chloride (1 mmol) and 88 mg N,N - Dimethylformamide (1.2 mmol), stirred reaction at 25°C for 4 hours. After the reaction, add enough methanol and dichloromethane mixed solution to dissolve the reaction system into a homogeneous phase, add silica gel, remove the organic solvent under reduced pressure, and the residue is subjected to silica gel column chromatography (gradient elution, eluent is methanol / dichloromethane). Chloromethane system, the volume ratio is 1:5-1:30) to obtain 210 mg of white solid with a yield of 82%.

[0022] The structural formula of the obtained product and the main NMR test data are as follows, and it can be seen from the analysis that the actual synthesized product is consistent with the theoretical analysis;

[0023]

[0024]...

Embodiment 2

[0025] Embodiment two: 3,5-dimethyl-2-aminobenzenesulfonyl chloride and N,N Synthesis of sulfonic acid inner salt compound of amidine by reaction of dimethylformamide

[0026] Add 219 mg 3,5-dimethyl-2-aminobenzenesulfonyl chloride (1 mmol) and 110 mg N,N - Dimethylformamide (1.5 mmol), stirred reaction at 25°C for 2 hours. After the reaction, enough mixed solution of methanol and dichloromethane was added to dissolve the reaction system into a homogeneous phase, then silica gel was added, the organic solvent was removed under reduced pressure, and the residue was separated by silica gel column chromatography to obtain 233 mg of a white solid with a yield of 91%. . The NMR data of the product are the same as in Example 1.

Embodiment 3

[0027] Embodiment three: 3,5-dimethyl-2-aminobenzenesulfonyl chloride and N,N Synthesis of sulfonic acid inner salt compound of amidine by reaction of dimethylformamide

[0028] Add 219 mg 3,5-dimethyl-2-aminobenzenesulfonyl chloride (1 mmol) and 110 mg N,N - Dimethylformamide (1.5 mmol), stirred reaction at 25°C for 4 hours. After the reaction, enough mixed solution of methanol and dichloromethane was added to dissolve the reaction system into a homogeneous phase, silica gel was added, the organic solvent was removed under reduced pressure, and the residue was separated by silica gel column chromatography to obtain 254 mg of white solid with a yield of 99%. . The NMR data of the product are the same as in Example 1.

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 discloses a method for synthesizing an amidine sulfonic acid inner salt compound. An anthranilyl chloride compound and an amide are used as reactants, and a stirring reaction is performed to obtain a product amidine sulfonic acid inner salt. The synthesis method disclosed by the invention is simple to operate, has mild reaction conditions, good yield, and is universal to various amides; no reaction solvent is needed, and the environmental pollution is small; the raw materials used are widely sourced and easy to obtain; the synthesis process is simple and controllable, practical The operability is strong; the atomic economy of the reaction is good, and the only by-product is hydrogen chloride gas, which is easy to absorb or recycle; it is suitable for large, medium and small-scale synthesis, and has the potential for industrial application.

Description

technical field [0001] The invention belongs to the technical field of design and synthesis of organic amidine salts, and in particular relates to a synthesis method of a novel amidine sulfonic acid inner salt compound. Background technique [0002] Organic amidine salts are widely used in medicine, pesticides, and special additives. Therefore, the synthesis methods and application development of various organic amidine salts including hydrochloride, sulfonate, carboxylate, etc. have been obtained. Extensive and in-depth research; for example, Pentamidine dihydroxyethylsulfonate or dimethanesulfonate is an effective drug for treating protozoan infection and preventing pneumonia; Pafuramidine maleate can be used as a drug for the treatment of Pneumocystis pneumonia Experimental drugs; the dihydrochloride and dipropionate of Imidocarb are new anti-piriform (scorch worm) drugs with both preventive and therapeutic effects; the diacetyl glycinate of DiminazeneAceturate is a tradi...

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): C07C303/32C07C309/15C07D291/08C07D307/68C07D295/195C07D207/22C07D223/12C07D209/40
Inventor 徐凡方吴伟姚志刚
Owner HUAWEI TEHCHNOLOGIES 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