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

The preparation method of 2-fluoroethylamine hydrochloride

A technology of fluoroethylamine hydrochloride and fluoroethyl phthalimide, which is applied in the field of preparation of 2-fluoroethylamine hydrochloride, can solve the problem of unfavorable industrialized production, requiring multiple recrystallizations, and being time-consuming Cumbersome and other problems, to achieve the effect of solving industrial production problems, low cost and low waste liquid volume

Active Publication Date: 2022-06-07
苏州当量生物医药有限公司
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this process route, a large amount of hydrogen chloride gas will be released in the first step reaction, which will easily cause serious corrosion to the equipment, and the post-treatment requires repeated distillation and other operations, which is time-consuming and cumbersome, and is not conducive to industrial production.
The second step of post-reaction treatment produces 4-5 times the amount of waste liquid compared to the reaction system, and requires multiple recrystallization operations, which is not only not environmentally friendly, but also uneconomical

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
  • The preparation method of 2-fluoroethylamine hydrochloride
  • The preparation method of 2-fluoroethylamine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The preparation method of 2-fluoroethylamine hydrochloride proposed by the present invention, the method steps are as follows:

[0023] (1) Synthesis of 2-fluoroethane phthalimide: add 254g (2mol) of 2-fluoro-1-bromoethane and 380g (2.05mol) of phthalate in a 2L reaction vessel Potassium imide, dissolved with 1.5L of N,N-dimethylformamide (DMF) under mechanical stirring, heated to 100°C for 8h reaction, distilled under reduced pressure, the amount of DMF recovered was 1.3L, and 1.3L of water was added After stirring, a large amount of white solids were precipitated, filtered, and the filter cake was rinsed twice with 300 mL of water, and dried in vacuo to obtain 340 g (1.76 mol) of the intermediate 2-fluoroethane phthalimide with a yield of 88%.

[0024] (2) Synthesis of 2-fluoroethylamine hydrochloride: 340 g (1.76 mol) of the 2-fluoroethyl phthalimide intermediate prepared in S1 was added to a 3 L reaction vessel and stirred with 2L of ethanol was dissolved, then 121...

Embodiment 2

[0026] (1) Synthesis of 2-fluoroethane phthalimide: 254 g (2 mol) of 2-fluoro-1-bromoethane and 296.5 g (1.6 mol) of phthalic acid were added to a 2L reaction vessel Potassium carboximide, dissolved with 1.5L of N,N-dimethylformamide (DMF) under mechanical stirring, heated to 100°C for 8h reaction, distilled under reduced pressure, the amount of DMF recovered was 1.3L, 1.3L was added After stirring with water, a large amount of white solids were precipitated, filtered, and the filter cake was rinsed twice with 300 mL of water, and dried under vacuum to obtain 289 g (1.495 mol) of intermediate 2-fluoroethane phthalimide with a yield of 75%.

[0027] (2) Synthesis of 2-fluoroethylamine hydrochloride: 289 g (1.495 mol) of the 2-fluoroethane phthalimide intermediate prepared in S1 was added to a 3L reaction vessel and stirred with a mechanical 1.7L of ethanol was dissolved, then 74.8g (1.2mol) of 80% hydrazine hydrate was added dropwise, the temperature was raised to 50°C for reac...

Embodiment 3

[0029] (1) Synthesis of 2-fluoroethane phthalimide: 254g (2mol) of 2-fluoro-1-bromoethane and 407.4g (2.2mol) of phthalate were added to a 2L reaction vessel Potassium carboximide, dissolved with 1.7L of N,N-dimethylformamide (DMF) under mechanical stirring, heated to 100°C for 8h reaction, distilled under reduced pressure, the amount of DMF recovered was 1.5L, 1.5L was added Water was stirred to precipitate a large amount of white solids, filtered, and the filter cake was rinsed twice with 300 mL of water, and dried in vacuo to obtain 347.7 g (1.8 mol) of 2-fluoroethane phthalimide intermediate, with a yield of 90%. .

[0030] (2) Synthesis of 2-fluoroethylamine hydrochloride: 347.7 g (1.8 mol) of the 2-fluoroethane phthalimide intermediate prepared in S1 was added to a 3L reaction vessel and stirred under mechanical stirring. Dissolve with 2.2L ethanol, then add dropwise 123.7g (1.98mol) of 80% hydrazine hydrate, heat up to 50°C for reaction 1h, then heat up to reflux for 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 preparation method of 2-fluoroethylamine hydrochloride, the method steps are as follows: S1: Synthesis of 2-fluoroethyl phthalimide; adding 2-fluoro-1-halogen Ethane and potassium phthalimide are dissolved with N,N-dimethylformamide under mechanical stirring, and reacted. After the reaction is completed, N,N-dimethylformamide is recovered by distillation under reduced pressure, and then supplied to Add water into the reaction vessel, heat and stir, and obtain 2-fluoroethyl phthalimide intermediate after cooling, filtering and vacuum drying; S2: Synthesis of 2-fluoroethylamine hydrochloride; in the reaction vessel Add the 2-fluoroethyl phthalimide intermediate prepared in S1 and dissolve it with ethanol, then add hydrazine hydrate dropwise for reaction, cool down after the reaction, adjust the pH to 5 with hydrochloric acid, reflux for 1 hour, and filter , vacuum drying to obtain white flaky crystal 2-fluoroethylamine hydrochloride. The method of the invention has the advantages of simple process, green safety, low cost and high output.

Description

technical field [0001] The invention relates to the technical field of chemical industry, in particular to a preparation method of 2-fluoroethylamine hydrochloride. Background technique [0002] 2-Fluoroethylamine is a very important pharmaceutical intermediate, and its hydrochloride is generally available in the market, namely 2-fluoroethylamine hydrochloride. With the important role in the field of medicine and the successful development and launch of related drugs, the market demand for 2-fluoroethylamine hydrochloride is also increasing day by day. How to prepare 2-fluoroethylamine hydrochloride in a green, fast, safe, stable and low-cost manner has become an urgent problem to be solved. [0003] Danny C. Lenstra, Peter E. Lenting and Jasmin et al (Green Chem., 2018, 20, 4418-4422) Danny C. Lenstra, Joris J. Wolf, and Jasmin (J.Org.Chem.2019, 84, 6536-6545) Using azide intermediates as raw materials, the desired amino compounds are prepared by reacting with tripheny...

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): C07C209/00C07C209/62C07C211/15C07D209/48
CPCC07C209/00C07C209/62C07D209/48C07B2200/13C07C211/15Y02P20/584
Inventor 高伟孔正环其他发明人请求不公开姓名
Owner 苏州当量生物医药有限公司
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