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

Preparation method of 4-methylsulfonyl benzaldehyde

A technology of p-thymphenyl and benzaldehyde, which is applied in the field of preparation of p-thymphenyl benzaldehyde, can solve the problem of high cost, and achieve the effects of short steps, reduction of three waste emissions, and low price

Pending Publication Date: 2019-07-12
甘肃皓天医药科技有限责任公司
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The raw material p-chlorobenzaldehyde (CN201410812335) used in this method needs multi-step synthesis and preparation, and the cost is relatively high

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
  • Preparation method of 4-methylsulfonyl benzaldehyde
  • Preparation method of 4-methylsulfonyl benzaldehyde
  • Preparation method of 4-methylsulfonyl benzaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: In the synthetic route shown in formula 1, X is a chlorine atom; the catalyst is CuCl; the solvent is dioxane.

[0019] Preparation of compound 3

[0020] Under nitrogen protection, compound 2 (12.6 g, 0.1 mol) was dissolved in 120 mL of dioxane in a 250 mL three-necked flask, and 30% sodium methyl mercaptide solution (35.0 g, 0.15 mol) and catalytic amount of CuCl (0.0003 mol, 0.03g). The reaction mixture was heated to reflux for 11 hours, cooled to room temperature, and the solvent was recovered under reduced pressure. 40 mL of water was added to the residue, stirred for 30 min, and allowed to stand to separate layers to obtain 12 g of the product with a yield of 87%.

[0021] Preparation of compound 1

[0022] Air was used as the oxygen source. Mix the mixture of compound 3 (1.4g, 0.01mol) and water with air in a certain proportion and send it into a 220°C preheater, then send the preheated raw material and superheated air into it, which is filled wi...

Embodiment 2

[0023] Embodiment 2: In the synthetic route shown in Formula 1, X is a bromine atom; the catalyst is CuI; the solvent is ethylene glycol dimethyl ether.

[0024] Preparation of compound 3

[0025] Under nitrogen protection, compound 2 (12.6g, 0.1mol) was dissolved in 100mL ethylene glycol dimethyl ether in a 250mL three-necked flask, and 30% sodium methyl mercaptide solution (35.0g, 0.15mol) and a catalytic amount of CuI (0.0003 mol, 0.06g). The reaction mixture was heated to reflux for 8 hours, cooled to room temperature, and the solvent was recovered under reduced pressure. 40 mL of water was added to the residue, stirred for 30 min, and allowed to stand for separation to obtain 11 g of the product with a yield of 81%.

[0026] Preparation of Compound 1

[0027] Air was used as the oxygen source. Mix the mixture of compound 3 (1.4g, 0.01mol) and water with air in a certain proportion and send it into a 220°C preheater, then send the preheated raw material and superheated ...

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 preparation method of 4-methylsulfonyl benzaldehyde. The preparation method of the 4-methylsulfonyl benzaldehyde comprises the following steps: firstly, performing a reactionrepresented by a formula shown in the description on a compound 2 and sodium thiomethoxide in a solvent under the protection of an inert gas and action of a catalyst, mixing the obtained product andwater, performing an oxidation reaction under action of a catalyst, performing crystallization on the product in water, and performing filtration to obtain the target product 4-methylsulfonyl benzaldehyde. The method provided by the invention has simple and short steps, and the raw materials have a low price; the high efficiency heat mass transfer characteristic of a fixed bed reactor is utilized,so that the method is significantly distinguished from a current kettle-type synthetic process; and the high catalytic activity of the catalyst makes 4-(methylmercapto)toluene completely converted, the catalyst can be recycled and reused, the production process is green and environmentally friendly, emission of three waste (waste water, waste gas and solid waste) can be reduce, and the method ismore suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of a compound, specifically a preparation method of p-thiamphenicol benzaldehyde. Background technique [0002] p-thymphenylbenzaldehyde, also known as 4-methylsulfonylbenzaldehyde. English name: 4-Methylsulfonylbenzaldehyde. P-thiamphenicol benzaldehyde is yellow crystalline powder, slightly soluble in water. [0003] P-thiamphenicol benzaldehyde is an important pharmaceutical intermediate, mainly used in the production of veterinary-specific broad-spectrum antibacterial drug Florfenicol, broad-spectrum antibiotic thiamphenicol, etc., as well as the production of β-lactam antibacterial agents, fluorescent Whitening agent, intermediates of dihydropyridine derivatives anti-angina pectoris drugs and anti-inflammatory and anti-rheumatic drugs. [0004] There are mainly two preparation methods for p-thiamphenyl benzaldehyde: one is to use p-thiamphenyl toluene as a starting material, react with halogen at hi...

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): C07C317/24C07C315/02C07C321/28C07C319/14
CPCC07C315/02C07C319/14C07C321/28C07C317/24Y02P20/584
Inventor 李毅王仕祥冯伟伟魏鹏飞
Owner 甘肃皓天医药科技有限责任公司
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