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

Preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid

A cyclic acid and fumaric acid technology, applied in the direction of organic chemistry, can solve problems such as control difficulties, and achieve the effects of optimizing reaction temperature, short synthesis route and improving product yield

Active Publication Date: 2017-06-13
安徽泰格维生素实业有限公司
View PDF5 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The solvent ratio and reaction concept of the traditional cyclic acid process are relatively conservative, and the control is relatively difficult

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 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid
  • Preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid
  • Preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] A preparation method of cyclic acid, comprising the following steps:

[0046] 1) The addition reaction of bromination generates dibromosuccinic acid adduct:

[0047] Add 60g of fumaric acid, 70g of water, and 12g of concentrated hydrobromic acid (5.5% by mass) into the reaction flask, raise the temperature to 60-70°C, add 80g of bromine dropwise, keep a certain pressure in the reaction flask, and raise the temperature to 70 ~90°C, keep warm for 5-10 hours, cool down, crystallize, and filter to obtain compound I (ie, dibromosuccinic acid adduct).

[0048] 2) Amination substitution reaction to generate dibenzylamide potassium salt

[0049]Put 60g of compound I (dibromosuccinic acid adduct) and 250ml of amination mother liquor into the reaction flask, control the temperature at 20-50°C, add 129g of benzylamine dropwise, and control the temperature at 20-50°C during the dropping process, Raise the temperature to 70-90°C, keep it warm for 5-10 hours, cool down, filter, add...

Embodiment 2

[0053] A preparation method of cyclic acid, the only difference from Example 1 is: step 2) the amination substitution reaction uses about 250ml of the amination mother liquor produced in the previous batch; the obtained dibenzylamide potassium salt HPLC content is 99.5%, and the yield The rate is 85%.

Embodiment 3

[0055] A preparation method of cyclic acid, the difference from Example 1 is only: step 1) adopts mass fraction 5.5% hydrobromic acid to stabilize the reaction concentration in the bromination addition reaction; the prepared dibromosuccinic acid HPLC content is 99% %, the yield is 93%.

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

PropertyMeasurementUnit
quality scoreaaaaaaaaaa
Login to View More

Abstract

The invention relates to a preparation method of 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid, comprising the steps of subjecting fumaric acid, bromine and hydrobromic acid to additive reaction to generate meso-2,3-dDibromosuccinic acid, subjecting the meso-2,3-dDibromosuccinic acid, benzylamine and a strong base to aminating reaction to generate dibenzylamino salt, subjecting the dibenzylamino salt and triphosgene to cyclization to generate the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid. The fumaric acid is subjected to addition, and then substitution and cyclization are performed to obtain the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid, and detection shows that HPLC (high-performance liquid chromatography) content of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid may reach 98-99%. The preparation method has the advantages that hydrobromic acid is added for bromination additive reaction, the concentration and reaction temperature of the hydrobromic acid are optimized, and bromine loss is more reduced; amination mother liquid is used in amination, the cost is saved, and product yield is increased; in ring-closure reaction, pH and reaction product concentration are decreased, the yield of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid is increased greatly, and the quality of the 1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid is improved; experiments verify that through process innovation, production cost is reduced greatly, production efficiency is improved, and the process is energy efficient and environmentally friendly.

Description

technical field [0001] The invention belongs to the technical field of preparation of vitamin H raw materials, and in particular relates to a preparation method of cyclic acid. Background technique [0002] The structural formula of cyclic acid is shown below, and its CAS number is 59564-78-2. [0003] [0004] Cyclomic acid is an essential and main raw material for the production of biotin, namely vitamin H, by the new process. Biotin is one of the B vitamins, also known as vitamin H, vitamin B7, and coenzyme R (Coenzyme R). It is a factor that can prevent hair loss and skin damage in rats induced by feeding raw egg protein from the liver when studying yeast growth factors and rhizobia growth and respiration promoting factors in the 1930s. Biotin is a member of the water-soluble vitamin B group. It is more abundant in liver, kidney, yeast, and milk, and is an important factor for organisms to fix carbon dioxide. It is a necessary substance for the synthesis of vitamin...

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 Applications(China)
IPC IPC(8): C07D233/32
CPCC07D233/32
Inventor 姜堃杨家友
Owner 安徽泰格维生素实业有限公司
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