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

Synthetic method of N-(3-amino propyl)methacrylamide hydrochloride

A technology of methacrylamide hydrochloride and methacrylamide, which is applied in the field of synthesis of N-(3-aminopropyl)methacrylamide hydrochloride, can solve the problems of high price and high cost of raw materials, and achieve The effect of low raw material cost, high product yield and simple process operation

Active Publication Date: 2013-08-07
武汉志邦化学技术有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this synthetic route, expensive di-tert-butyl dicarbonate is used, resulting in high cost of raw materials

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

[0025] The new synthetic method of N-(3-aminopropyl) methacrylamide hydrochloride is realized through the following steps:

[0026] 1) Preparation of N-(3-chloropropyl)methacrylamide

[0027] Put 32.5 grams of 3-chloropropylamine hydrochloride (0.25mol), 40 milliliters of methacrylic anhydride (0.27 mol), 10 milliliters of toluene, and 100 milliliters of water into the reaction bottle, stir, and use an ice-water bath to lower the reaction temperature to 0- 5°C, slowly add 200ml of 10% sodium hydroxide (0.5 mol) solution dropwise, the reaction temperature does not exceed 5°C during the dropwise addition. The reaction solution was left to stand and separated into layers, the aqueous layer was extracted twice with 10 ml of toluene, the organic layers were combined, the organic layer was washed with 10 ml of saturated sodium bicarbonate solution, and 10 ml of saturated brine, and the organic layer was dried and concentrated to give a light yellow liquid 38 g (yield 94%).

[0028...

Embodiment 2

[0044] The new synthetic method of N-(3-aminopropyl) methacrylamide hydrochloride is realized through the following steps:

[0045] 1) Preparation of N-(3-chloropropyl)methacrylamide

[0046] Put 32.5 grams of 3-chloropropylamine hydrochloride (0.25mol), 40 milliliters of methacrylic anhydride (0.27 mol), 10 milliliters of toluene, 100 milliliters of water and 43 grams of sodium acetate (0.51 mol) into the reaction flask, stir, and use Lower the reaction temperature to 0-5°C in an ice-water bath, slowly add 40 ml of methacrylic anhydride dropwise, the reaction temperature does not exceed 5°C when adding, after the addition is complete, keep the temperature for one hour, follow the reaction by TLC, and the reaction ends when the raw material point disappears , the reaction solution was left to stand and layered, the aqueous layer was extracted with 10 ml*2 toluene, the organic layers were combined, the organic layer was washed with 10 ml of protected sodium bicarbonate solutio...

Embodiment 3

[0054] The new synthetic method of N-(3-aminopropyl) methacrylamide hydrochloride is realized through the following steps:

[0055] 1) Preparation of N-(3-chloropropyl)methacrylamide

[0056] Put 32.5 grams of 3-chloropropylamine hydrochloride (0.25mol), 10 milliliters of dichloromethane, 100 milliliters of water and 58 grams of sodium carbonate (0.54 mol) into the reaction bottle, stir, and use an ice-water bath to reduce the reaction temperature to 0- Slowly add 40 ml of methacrylic anhydride (0.27 mol) dropwise at 5°C. The reaction temperature does not exceed 5°C during the dropwise addition. Separate the layers, extract the aqueous layer with 10 ml*2 dichloromethane, combine the organic layers, wash the organic layer with 10 ml of saturated sodium bicarbonate solution, wash with 10 ml of saturated brine, dry and concentrate the organic layer to obtain 38.4 g of light yellow liquid ( Yield 95%).

[0057] 2) Preparation of N-[N'-(methacryloyl)-3-aminopropyl]phthalimide

...

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 relates to a synthetic method of N-(3-amino propyl)methacrylamide hydrochloride. The method comprises the following steps of: reacting 3-chloropropylamine hydrochloride serving as a raw material with methacrylic anhydride under the action of an alkali to obtain N-(3-chloropropyl)methacrylamide; reacting the N-(3- chloropropyl)methacrylamide with a phthaldiamide potassium salt to obtain N-[N'-(methylacryloyl)-3-aminopropyl]phthalimide; performing hydrazinolysis on the N-[N'-(methylacryloyl)-3-aminopropyl]phthalimide to obtain N-(3-amino propyl)methacrylamide; and salifying the N-(3-amino propyl)methacrylamide with chlorine hydride in an appropriate solvent to obtain N-(3-amino propyl)methacrylamide hydrochloride. In the method, a synthesis route is improved, expensive (Boc)2Ois not used in the route, raw material cost is only one third that of an original process and is reduced, and industrial production can be realized effectively.

Description

Technical field [0001] The present invention involves a synthesis method of N-(3-aminopropyl) methyl acrylamide hydrochloride, which belongs to the field of organic chemical synthesis. Background technique [0002] N- (3-aminopropyl) methyl acrylamide hydrochloride (CAS: 72607-53-5) is a monomer and organic drug molecular target carrier of organic polymer.The study of the transfer system occupies an important position.Its effective synthesis has attracted much attention at home and abroad. [0003] Literature report (US7691787) with 1,3-propyaline as raw materials in dichloromethal-carbonate butadylene ester in dichloromethane obtained N-Single Uncle Akoxyl-1, 3-di aminopropane, N-Shan Shi UncleT-oxygenyl-1, 3-cycamoline and methyl acrylic anhydrite react to N-[N '-(Unblocochroma) -3-amino propropylcerine] Pitthllamide, N- [N'-(Uncle UncleTiboxyl) -3-amino aldiumlbinide] methyl acricamide obtained N- (3-amino propymel) methaline hydrochloride in methanol.Because the carbonate unl...

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): C07C233/38C07C231/12
Inventor 何同胜申永存
Owner 武汉志邦化学技术有限公司
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