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

Process method for synthesizing 1,5,7-triazabicyclo[4.4.0]dec-5-ene in self-catalyzed amphiphilic mixed solvent

A technology of triazabicyclo and mixed solvent is applied in the field of synthesis in autocatalytic amphiphilic mixed solvent and achieves the effects of simple process operation, high product purity and high yield

Active Publication Date: 2019-11-12
NANJING UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome the problems existing in the existing TBD synthesis process and provide a process for synthesizing (1,5,7-triazabicyclo[4.4.0]dec-5-ene) in an autocatalyzed amphiphilic mixed solvent

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Dissolve 100.0g (0.762mol) bis(3-aminopropyl)amine in mesitylene to prepare a 1.0mol / L solution; dissolve 72.8g (0.762mol) guanidine hydrochloride in diethylene glycol to prepare 1.0mol / L solution. Add the above-mentioned bis(3-aminopropyl)amine mesitylene solution into a reaction kettle equipped with a reflux condenser and a stirring device, and then add 1.1 mg of TBD. Under the protection of argon, the reaction temperature was maintained at 120°C, and the above-mentioned guanidine hydrochloride diethylene glycol solution was added dropwise into the reaction kettle, and the addition was controlled to be completed within 0.5 h, and the reaction was continued for 3.0 h after the addition was completed. After the reaction was completed, the solvent was removed by rotary evaporation to obtain a white solid which was TBD hydrochloride. After dissolving TBD hydrochloride in water, adding sodium hydroxide to adjust the pH of the aqueous solution to 10, adding dichloromethane...

Embodiment 2

[0019] Dissolve 100.0g (0.762mol) bis(3-aminopropyl)amine in durene to prepare a 5.0mol / L solution; dissolve 58.2g (0.610mol) guanidine hydrochloride in triethylene glycol to prepare 5.0mol / L solution. Add the above-mentioned bis(3-aminopropyl)amine durene solution into a reaction kettle equipped with a reflux condenser and a stirring device, and then add 2.5 mg of TBD. Under the protection of argon, the reaction temperature was maintained at 138°C, and the above-mentioned guanidine hydrochloride triethylene glycol solution was added dropwise into the reaction kettle, and the addition was controlled to be completed within 1.0 h, and the reaction was continued for 4.0 h after the addition was completed. After the reaction was completed, the solvent was removed by rotary evaporation to obtain a white solid which was TBD hydrochloride. After TBD hydrochloride was dissolved in water, sodium hydroxide was added to adjust the aqueous solution to pH 11, and dichloromethane was added...

Embodiment 3

[0021] Dissolve 100.0g (0.762mol) bis(3-aminopropyl)amine in mesitylene to prepare a 10.0mol / L solution; dissolve 87.4g (0.914mol) guanidine hydrochloride in diethylene glycol to prepare 10.0mol / L solution. Add the above-mentioned bis(3-aminopropyl)amine mesitylene solution into a reaction kettle equipped with a reflux condenser and a stirring device, and then add 6.4 mg of TBD. Under the protection of argon, the reaction temperature was maintained at 145°C, the above-mentioned guanidine hydrochloride diethylene glycol solution was added dropwise into the reaction kettle, and the addition was controlled within 0.5h, and the reaction was continued for 4.5h after the addition was completed. After the reaction was completed, the solvent was removed by rotary evaporation to obtain a white solid which was TBD hydrochloride. After dissolving TBD hydrochloride in water, adding sodium hydroxide to adjust the pH of the aqueous solution to 12, adding dichloromethane for extraction, the...

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

A process method for synthesizing 1,5,7-triazabicyclo[5.5.0]dec-5-ene (TBD) in an autocatalytic amphipathic mixed solvent. In the process method in the present invention, di(3-amino propyl)amine and guanidine hydrochloride are used as raw materials, and the TBD is synthesized in the hydrophilic-hydrophobic amphipathic mixed solvent at a high yield by using trace TBD (0.001%-0.005%) as a catalyst. The method has the characteristics that the process operations are simple and convenient, the yield of the target product is high (≥95.0%), and the product purity is high (≥98.0%).

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a process for synthesizing (1,5,7-triazabicyclo[4.4.0]dec-5-ene) in an autocatalyzed amphiphilic mixed solvent. Background technique [0002] 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (commonly known as: bicyclic guanidine; English abbreviation: TBD) is an organic strong base, which is a good catalyst for various organic reactions and polymerization reactions. effect. [0003] Previously, CN 103172639A reported a method for synthesizing TBD in the absence of a solvent using bis(3-aminopropyl)amine and guanidine hydrochloride as raw materials. The problem of this method is: because the polarity of two kinds of reaction raw materials has bigger difference and can't be miscible, guanidine hydrochloride solid and two (3-aminopropyl) amine liquids react in the form of heterogeneous phase, and reaction time is longer long, many side reactions, low product purity, and difficult sepa...

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): C07D487/04
CPCC07D487/04
Inventor 李弘张全兴孙向前黄伟江伟潘丙才李爱民
Owner NANJING UNIV
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