Preparation method of 4-methylthiazolaldehyde-5

A technology of methylthiazole aldehyde and methylthiazole, applied in the direction of organic chemistry, can solve the problems of unsatisfactory hydrogenolysis reaction, less synthesis methods, positional isomer impurities, etc.

Inactive Publication Date: 2010-10-27
CHENGDU KAOENSI SCI & TECH
View PDF0 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

4-Methylthiazole aldehyde-5 is an important intermediate for the synthesis of cefditoren pivoxil, and there are many studies on its synthesis process, but there are very few synthetic methods for industrial production
take NH 2 As a cyclizing agent, CSH is more convenient from the perspective of cyclization, but there are positional isomer impurities, w

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-methylthiazolaldehyde-5
  • Preparation method of 4-methylthiazolaldehyde-5
  • Preparation method of 4-methylthiazolaldehyde-5

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

Embodiment 2

Embodiment 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 relates to a preparation method of 4-methylthiazolaldehyde-5. The method comprises the following steps of: carrying out a Vilsmeier reaction to obtain 2-thiol-4-methylthiazolaldehyde-5 (IV) by using 2-thiol-4-methylthiazol (III) as a raw material; and then in the presence of a temperature not exceeding 50 DEG C, a gage pressure of 0.06-0.2 MPa and a hydrogenation catalyst which is 0.5-7.5 times of the weight of the raw material, removing thiol groups through hydrogenation reaction to obtain the 4-methylthiazolaldehyde-5 (V) as a target product. The method has the advantages of high reaction yields in all steps, good product purity, easy obtaining of chemical raw materials, no harsh environmental protection requirement and suitability for industrial scale production. The reaction flow of the method is disclosed in the specification, wherein R in the formula is a methyl group.

Description

technical field The invention relates to a new method for preparing side chain compound 4-methylthiazolein-5 used for producing cefditoren pivoxil. Background technique Cefditoren axetil is a third-generation oral cephem drug. It is a prodrug, which is hydrolyzed into an active body after oral administration, and has a broad antibacterial spectrum and strong antibacterial activity from staphylococci to Gram-negative bacteria, and is characterized by various strains producing β-lactamase Also very stable. The drug was researched and developed by Japan's Meiji Pharmaceutical Co., Ltd., and phase I clinical research began in 1987. It was approved on April 1, 1994 and is now widely used clinically. 4-Methylthiazole aldehyde-5 is an important intermediate in the synthesis of cefditoren pivoxil, and there are many studies on its synthesis technology, but there are very few synthesis methods for industrial production. The preparation method of this compound can comprise at pres...

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): C07D277/24
Inventor 郑虎翁玲玲
Owner CHENGDU KAOENSI SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products