Preparation method of N,N-diethylenediamine

A technology of diethylethylenediamine and diethylaminoethanol, which is applied in the field of preparation of N,N-diethylethylenediamine, can solve the problems of unfavorable industrial production, high cost of raw materials, cumbersome operation, etc., and achieve favorable The effect of industrialization promotion, reduction of production cost, and high operational safety

Active Publication Date: 2018-05-29
山东诚汇双达药业有限公司
View PDF2 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The yield of this method is still relatively high, but the price of using bromoethylamine bromate is more expensive, and the copper sulfide used is not easy to handle, which is not conducive to industrialization
The third is that diethylamine and 2-chloroethylamine hydrochloride are used as raw materials in CN103012156A, and sodium methoxide methanol solution is used as an acid-binding agent, and cuprous chloride is used as a catalyst to carry out high-temperature and high-pressure reaction in an autoclave to obtain a reaction solution, adding Alkali analysis of saturated sodium hydroxide aqueous solution, rectification of the oil layer to obtain N,N-diethylethylenediamine, the yield is 78.6%, and the purity is 99.2%. The yield and purity are relatively high, but the 2-chloroethane used in this reaction The p...

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 N,N-diethylenediamine
  • Preparation method of N,N-diethylenediamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] (1) Preparation of 2-diethylaminoethyl chloride hydrochloride:

[0064] 146g thionyl chloride and 240g dichloromethane are added into the 1L reaction flask to lower the temperature, and a mixed solution of 120g of diethylaminoethanol and 100g of dichloromethane is prepared in a 500ml beaker during the cooling process. When the temperature in the reaction flask drops to - At 10°C, start to add the mixture of diethylaminoethanol and dichloromethane dropwise while maintaining the temperature at -10~20°C, and complete the dropwise addition in 1 hour and 35 minutes;

[0065] After the dropwise addition was completed, the temperature was raised to 20-45°C for 3 hours of heat preservation and reaction. After the heat preservation was completed, the methylene chloride was concentrated and concentrated for 55 minutes to the point where no liquid emerged. A total of 265 g of dichloromethane was recovered. The recovered dichloromethane can be used directly;

[0066] After concentr...

Embodiment 2

[0076] (1) Preparation of 2-diethylaminoethyl chloride hydrochloride:

[0077] 146g thionyl chloride and 240g dichloromethane are added into the 1L reaction flask to lower the temperature, and a mixed solution of 120g of diethylaminoethanol and 100g of dichloromethane is prepared in a 500ml beaker during the cooling process. When the temperature in the reaction flask drops to - 10°C, start to add the mixture of diethylaminoethanol and dichloromethane dropwise while maintaining the temperature at -10~20°C, and complete the dropwise addition in 1 hour and 28 minutes;

[0078] After the dropwise addition was completed, the temperature was raised to 20-45°C for 5 hours of heat preservation and reaction. After the heat preservation was completed, the dichloromethane was concentrated until it was concentrated for 1 hour and 05 minutes. A total of 258g of dichloromethane was recovered, and the recovered dichloromethane could be used directly;

[0079] After concentrating to dryness, ...

Embodiment 3

[0089] (1) Preparation of 2-diethylaminoethyl chloride hydrochloride:

[0090] 260g thionyl chloride and 240g reclaim dichloromethane and join in 1L reaction flask and cool down, prepare the mixed solution of diethylaminoethanol 120g and dichloromethane 100g with 500ml beaker in the cooling process, when the temperature in the reaction flask drops to -10°C, start to maintain the temperature at -10~20°C and add the mixture of diethylaminoethanol and dichloromethane dropwise, and the dropwise addition is completed in 1 hour and 32 minutes;

[0091] After the dropwise addition was completed, the temperature was raised to 20-45°C for 2 hours of heat preservation and reaction. After the heat preservation was completed, dichloromethane was concentrated and concentrated for 58 minutes to the point where there was no water left. A total of 245 g of dichloromethane was recovered, and the recovered dichloromethane could be used directly;

[0092] After concentrating to dryness, cool dow...

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 technical field of chemical synthesis and relates to a preparation method of N,N-diethylenediamine. The preparation method of the N,N-diethylenediamine comprises the following steps: (1) preparing 2-diethylamine-based chloroethane hydrochloride: performing heat-preserving reaction on a chlorinating agent and diethylamine ethanol in a reaction solvent, concentrating a reaction solvent after the heat-preserving reaction, adding low molecular alcohol or ester after concentrating, performing recrystallization to obtain a 2-2-diethylamine-based chloroethane hydrochloride wet product and drying to obtain a 2-diethylamine-based chloroethane hydrochloride dry product; (2) preparing the N,N-diethylenediamine: performing heat-preserving and pressure-maintaining reactionon the 2-diethylamine-based chloroethane hydrochloride and excessive liquid ammonia for more than or equal to 4 hours under the conditions that the pressure is 0 to 10 MPa and the temperature is 10 to100 DEG C, recycling the residual ammonia gas after the reaction, adding alkali into the reaction liquid, performing cooling alkali analysis, separating out the lower layer of alkaline liquid, rectifying an organic layer and collecting the fraction with the temperature of 143 to 148 DEG C, to obtain the N,N-diethylenediamine. The N,N-diethylenediamine prepared according to the method provided bythe invention has the advantages of high yield, high content, simplicity in operation, low raw material cost and the like.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a preparation method of N,N-diethylethylenediamine. Background technique [0002] N,N-Diethylethylenediamine is a colorless transparent liquid with a boiling point of 145.2°C. There are not many manufacturers of this product in China, and the price is gradually rising. It is a very important fine chemical intermediate and can be used as an important pharmaceutical intermediate, surfactant, auxiliary agent, curing agent, etc. The pharmaceutical industry can use it to produce the antiarrhythmic drug procainamide, the local anesthetic cinbucaine hydrochloride, the antiemetic drug metoclopramide, the myasthenia gravis drug Enzyme, and the chorea treatment tiapride hydrochloride, etc.; in the textile industry It can be used to synthesize cationic surfactants and BCH additives of Sebimin; it can also be used as a curing agent for epoxy powder coatings. [0003] Generally spe...

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): C07C209/08C07C211/09
CPCC07C209/08C07C209/74C07C211/09C07C211/15Y02P20/10
Inventor 王永广刘学文薛其蒙赵忠贵许林杰
Owner 山东诚汇双达药业有限公司
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

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap