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

P-hydroxybenzene glycine synthesis technology

A technology for the synthesis of p-hydroxyphenylglycine, which is applied in the preparation of organic compounds, organic chemistry, chemical instruments and methods, etc., and can solve problems such as complicated process operation, increased cost, and HPG color and purity that cannot meet the requirements of separation.

Inactive Publication Date: 2011-11-16
谢建中
View PDF1 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the color and purity of HPG synthesized by this process cannot meet the requirements of separation, and must be refined to reach the standard, which not only increases the cost, but also makes the process operation complicated.

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
  • P-hydroxybenzene glycine synthesis technology

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0022] Example 1: In a 5000L enamel reaction kettle, drop into 740Kg of 40% glyoxylic acid, 580Kg of water, 400Kg of molten phenol, 500Kg of sulfamic acid, 5Kg of p-toluenesulfonic acid, stir and be warmed up to 70° C., keep the reaction for 12 hours, and the reaction is completed, Add 500Kg of water, 20Kg of sodium bisulfite, cool down to 45°C, add ammonia water dropwise, adjust the pH to 4.2 between 2 hours, cool down to 40°C, centrifuge, wash with water until no foam, wash with methanol until the filtrate is colorless, dry Obtained HPG374Kg, content 98.8%, yield 56.0%.

example 2

[0023] Example 2: In a 5000L enamel reaction kettle, put 740Kg of 40% glyoxylic acid, 580Kg of water, 400Kg of molten phenol, 500Kg of sulfamic acid, 5Kg of p-toluenesulfonic acid, stir and heat up to 35°C, and heat the reaction at 35-40°C for 6 hours, then the temperature was raised to 65-70° C. for 8 hours and the reaction was maintained for 8 hours.

example 3

[0024] Example 3: Except that the input glyoxylic acid is self-made 19.3% 1534Kg, other procedures are the same as Example 2, to obtain DL-HPG435Kg, the content (HPLC) is 98.8%, and the yield is 65%.

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 belongs to the field of pharmaceutical chemical engineering intermediate production, which relates to a synthesis technology of p-hydroxyphenylglycine (HPG). The purpose of the invention is achieved by the following steps: phenol, glyoxylic acid, water and sulfamic acid carry out the one-pot braise reaction under the action of catalysts such as benzene sulfonic acid, p-toluenesulfonic acid, o-toluenesulfonic acid, and the like; after the reaction is finished, a small amount of reducing substances such as sodium sulfite, sodium bisulfite, hydroxylamine hydrochloride, and the like, are added; finally, the PH value is adjusted by alkali, the mother liquor separation is washed by large amount of water and then washed by organic solvents such as methanol, ethanol, acetone, glacial acetic acid, and the like; the obtained product HPG is white powder, wherein, the content of NPLC is equal to or more than 98.5, which can meet the requirement of splitting. The method has the advantages of low production cost, simple operation, stable quality, etc.

Description

[0001] Field of study [0002] The technical field of the present invention is the production field of pharmaceutical chemical intermediates, and relates to the preparation technology of compounds with the following structures: [0003] [0004] The chemical name is p-hydroxyphenylglycine (HPG for short), and it is a racemic mixture obtained by chemical synthesis. After splitting, L-p-hydroxyphenylglycine is obtained, which is the side chain of semi-synthetic amoxicillin and cefadroxil. Background technique [0005] The classic synthesis method is to use p-hydroxybenzaldehyde and sodium cyanide through streck reaction and ammonolysis to obtain the target product HPG by hydrolysis, but this method uses highly toxic sodium cyanide, which has been eliminated at present. [0006] The condensation of phenol and glyoxylic acid can produce p-hydroxymandelic acid, which can generate the target product HPG through aminolysis, but the p-hydroxymandelic acid is not easy to separate in...

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): C07C229/36C07C227/04
Inventor 谢建中
Owner 谢建中
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