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

Chemical synthesis method for S-(4-tolyl)benzene sulfonate

A technology for the chemical synthesis of benzenesulfonate, which is applied in the field of chemical synthesis of S-benzenesulfonate, can solve the problems of high risk factor, high volatility, and high requirements, and achieve environmental friendliness, less three wastes, and low production cost. Effect

Inactive Publication Date: 2012-07-11
WENZHOU UNIVERSITY
View PDF2 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method uses p-methylthiophenol which is highly toxic, highly volatile, and has a foul smell as a raw material, which requires high equipment and has a high risk factor in the production process.

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
  • Chemical synthesis method for S-(4-tolyl)benzene sulfonate
  • Chemical synthesis method for S-(4-tolyl)benzene sulfonate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] The ratio of bis(4-tolyl) disulfide, sodium benzene sulfinate, and N-halogenated succinimide is 1:4.0:2.0 according to the amount of feed material, and bis(4-tolyl) disulfide 24.6g (0.1mol); sodium benzene sulfinate 64.8g (0.4mol); N-halogenated succinimide is N-bromosuccinimide, feeding quality 35.6g (0.2mol); organic solvent Be acetonitrile 369g, its total consumption is 15 times of two (4-tolyl) disulfide quality.

[0020] Dissolve sodium benzenesulfinate and N-halogenated succinimide in an organic solvent (the amount of organic solvent used is 9 times the mass of bis(4-tolyl) disulfide). Dissolve bis(4-tolyl) disulfide in an organic solvent (the amount of organic solvent is 6 times the mass of bis(4-tolyl) disulfide), slowly add dropwise to sodium benzenesulfinate and N-halogenated In the solution of succinimide, the reaction temperature is 50° C., and the reaction ends after 6 hours.

[0021] After completion of the reaction, add saturated brine, extract and sepa...

Embodiment 2

[0024] The ratio of bis(4-tolyl) disulfide, sodium benzenesulfinate, and N-halogenated succinimide is 1:3.0:2.0 according to the ratio of the feed material, and bis(4-tolyl) disulfide 24.6g (0.1mol); sodium benzene sulfinate 48.6g (0.3mol); N-halogenated succinimide is N-bromosuccinimide, feeding quality 35.6g (0.2mol); organic solvent Be acetonitrile 369g, its total consumption is 15 times of two (4-tolyl) disulfide quality.

[0025] The reaction temperature was 25° C., and the reaction time was 6 hours. Other operations were the same as in Example 1. S-(4-tolyl)benzenesulfonate was 39.1 g, the yield was 74%, and the purity was 98.8%.

Embodiment 3

[0027] The ratio of bis(4-tolyl) disulfide, sodium benzenesulfinate, and N-halogenated succinimide is 1:2.0:2.0 according to the ratio of the feed material, and bis(4-tolyl) disulfide 24.6g (0.1mol); sodium benzene sulfinate 32.4g (0.2mol); N-halogenated succinimide is N-bromosuccinimide, feeding quality 35.6g (0.2mol); organic solvent Be acetonitrile 369g, its total consumption is 15 times of two (4-tolyl) disulfide quality.

[0028] The reaction temperature was 25° C., and the reaction time was 10 hours. Other operations were the same as in Example 1. S-(4-tolyl)benzenesulfonate was 28.2 g, the yield was 53%, and the purity was 98.3%.

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 chemical synthesis method for S-(4-tolyl)benzene sulfonate which is shown as a formula (I). According to the method, sodium benzene sulphinate which is shown as a formula (II) and bis(4-tolyl)disulfide which is shown as a formula (III) are used as raw materials; and the S-(4-tolyl)benzene sulfonate is obtained by the steps of fully reacting the sodium benzene sulphinate and the bis(4-tolyl)disulfide in an organic solvent at the temperature of between -40 and 120 DEG C under the action of N-halogenate succinimide, and treating a reaction solution. The process is reasonable, reaction conditions are mild, reaction yield is high, production cost is low, three wastes (waste water, waste gas and residues) are few, and the method has great implementation value and social and economic benefit.

Description

(1) Technical field [0001] The invention relates to a chemical synthesis method of S-(4-tolyl)benzenesulfonate. (2) Background technology [0002] S-(4-tolyl)benzenesulfonate is an important pharmaceutical and chemical intermediate, usually used as benzene sulfuration reagent; S-(4-tolyl)benzenesulfonate can be used as thiol in protein chemistry The group blocking agent can also be used as a raw material for synthesizing biologically active compounds and polymeric materials. It is an important raw material for medicine and materials, and is widely used in industry. [0003] Before the present invention is provided, prior art such as document [Journal of Sulfur Chemistry (2004), 25 (5), 347-350] described with benzenesulfonyl acid and thiophenol as raw material, with dichloromethane as The solvent is condensed in the presence of cyanuric chloride and N-methylmorpholine to prepare S-(4-tolyl)benzenesulfonate. The method uses p-methylthiophenol which is highly toxic, highly v...

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): C07C381/04
Inventor 陈久喜高文霞刘妙昌蒋俊吴华悦
Owner WENZHOU UNIVERSITY
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