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

High-purity vanillylamine hydrochloride preparation method

A technology of vanillinamine hydrochloride and divanillinimine, which is applied in the field of medicine, can solve the problems of no impurity removal method, uncontrollable single impurity, and the content cannot reach more than 99.8%, etc., and achieves single composition and purity. High, high content effect

Pending Publication Date: 2020-01-17
安徽世华化工有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, because the impurity nonanoic acid divanillimide and substituted nonanoic acid vanillyl amide are difficult to be purified and removed, their content cannot reach more than 99.8%, and simple impurities cannot be controlled below 0.1%.
There is no report on the method of controlling divanillin imine hydrochloride at present, and there is no report on its removal method

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
  • High-purity vanillylamine hydrochloride preparation method
  • High-purity vanillylamine hydrochloride preparation method
  • High-purity vanillylamine hydrochloride preparation method

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0022] Preparation of MHZ001-1

[0023] Add 23ml 37% formaldehyde solution, 36.8g p-hydroxybenzoic acid and 4.6g caustic soda in 250ml there-necked bottle. Under the condition of magnetic stirring, use a heating mantle to raise the temperature to 110°C, evaporate the water until the system in the bottle becomes a purple jelly, and let it stand to cool to room temperature. Add 40ml of diphenyl ether, raise the temperature to 170°C, bubble the solution with argon until the solution turns dark green, reflux for two hours, and let it stand to cool to room temperature. Add 50ml of ethyl acetate, stir for 30 minutes to crystallize. Suction filtration, beating and rinsing the filter cake with water to obtain MHZ001-1 as 2.00 g of white solid.

[0024] Preparation of MHZ001

[0025] Add 0.5g of MHZ001-1, 4g of β-bromomethylnaphthalene, and 20ml of DMF into a 50ml three-necked flask, stir at room temperature for 15 minutes, add 1.23g of sodium hydride in 5 batches, and leave overnig...

Embodiment 1

[0027] Take 18.9g (0.1mol) of vanillin amine hydrochloride raw material with a content of 97% and add it to a 500ml three-necked flask, add 14.16g (10mmol) calixarene (MHZ001), add 189g of water, adjust the pH to 14, and stir at room temperature React for 6 hours. Add hydrochloric acid to adjust the pH to 7, stir at 5°C for 6 hours, filter, adjust the pH of the filtrate to 1, stir at 5°C for 6 hours, filter, and dry to obtain vanillinamine hydrochloride fine product 16.87g, yield 92%, content 99.8 %.

Embodiment 2

[0029] Take 18.9g (0.1mol) of vanillin amine hydrochloride raw material with a content of 97% and add it to a 500ml three-necked flask, add 7.08g (5mol) of MHZ001, add 56.7g of water, adjust the pH to 13, and stir at room temperature for 8 hours . Add hydrochloric acid to adjust the pH to 7, stir at -5°C for 8 hours, filter, adjust the pH of the filtrate to 1, stir at -5°C for 6 hours, filter, and dry to obtain 17.78 g of refined vanillinamine hydrochloride, with a yield of 97%. The content is 99.8%.

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 high-purity vanillylamine hydrochloride preparation method. According to the method, calixarene capable of recognizing divanillin imine molecules is synthesized through aldolcondensation, Friedel-Crafts reaction, etherification and sulfonation; the calixarene and the divanillin imine in a vanillylamine hydrochloride with a content of 97% form a divanillin imine-calixarene host-guest recognition supermolecule through supramolecular interaction; the pH value is adjusted, and precipitation separation is performed to obtain a vanillylamine hydrochloride solution with a content of higher than 99.8%; and acidification crystallization is performed to obtain a vanillylamine hydrochloride refined product with a content of higher than 99.8%. According to the invention, thepurification method can be directly applied in the production, the adding of auxiliary materials is not required, the method cannot produce more waste water, waste gas and waste residue, the cycle repeatability of calixarene is good, the method is environment-friendly and pollution-free, and the concept of green chemistry and the development trend of atomic economy are met.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a preparation method of high-purity vanillin amine hydrochloride. Background technique [0002] In pharmaceutical products, a very small amount of impurities may have toxic and side effects on the human body when participating in the biochemical cycle process. Therefore, pharmaceutical products have strict quality standards, and the control of impurity content has become one of the important indicators to measure the level of drugs. Capsaicin has important applications in medical treatments such as labor pain and blood circulation. Currently commercially available capsaicin products mainly contain two types of capsaicin (mixture) and synthetic capsaicin. Naturally extracted capsaicin has six main components including homocapsaicin, dihydrocapsaicin, norcapsaicin, and capsaicin. Among them, hypercapsaicin is neurotoxic to the human body because of excessive spiciness; secondly, ...

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): C07C45/78C07C45/85C07C47/58C07C231/24C07C233/20
CPCC07C45/78C07C45/85C07C231/24C07C47/58C07C233/20
Inventor 孔令航马家松孔晓伟贾帮乐孙徽
Owner 安徽世华化工有限公司
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