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

Method for preparing procaine

A technology of procaine and Raney nickel, which is applied in the field of preparation of ester anesthetics, can solve the problems of expensive Pd/C catalyst, increased requirements for dangerous equipment, and limited application, etc., and achieves production cost reduction, The effect of short process route and convenient operation

Inactive Publication Date: 2005-01-12
NANJING UNIV OF TECH
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the market price of Pd / C catalyst is relatively expensive, which limits its application in industrial production.
And the process adopts to continuously add nitrocaine xylene solution to the autoclave within 7 hours, and the pressure operation during the feeding process increases the risk of operation and the requirements for equipment

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
  • Method for preparing procaine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Weigh 20g of nickel-aluminum alloy, and add it into 160mL NaOH solution with a temperature of 60°C and a concentration of 19% in batches within 1.2h. Set aside, pour off the solution, wash twice with water at 75°C, and then wash with water at room temperature until the pH value is 8.5 to obtain a Raney nickel catalyst and store it in absolute ethanol.

[0016] In the 500ml three-necked flask that stirrer, thermometer, water trap are equipped with, add 46.4g (0.278mol) p-nitrobenzoic acid successively, 150ml xylene, 31g (0.264mol) N, N-diethylethanolamine, Heat to reflux to separate water. Stop the reaction after 19 hours, cool down to about 60°C, transfer to a separatory funnel, add 100ml of 5% NaOH solution preheated to about 60°C, let stand to separate layers, discard the water layer, and obtain 184ml of nitrocaine xylene solution , containing 0.204mol of nitrocaine, yield 73.4% (in terms of p-nitrobenzoic acid).

[0017] Add 120 mL of the obtained nitrocaine xylene...

Embodiment 2

[0019] Add 120 mL of the nitrocaine xylene solution obtained in Example 1, 130 mL of xylene and 4.2 g of Raney nickel catalyst wet weight into the reactor, seal it, maintain the temperature at 100 ° C, and the hydrogen pressure at 3.0 MPa. Other operations are the same as in Example 1 The measured hydrogenation reduction conversion rate was 93.1%, and 24.9 g of procaine was obtained as a pale yellow solid, with a yield of 79.2% and a purity of 97.8%.

Embodiment 3

[0021] Add 120 mL of the nitrocaine xylene solution obtained in Example 1, 130 mL of xylene, and 1.8 g of wet weight of Raney nickel catalyst into the reaction kettle, seal it, maintain the temperature at 130° C., and the hydrogen pressure at 2.0 MPa. Other operations are the same as in Example 1. , the hydrogenation reduction conversion rate was measured to be 90.3%, and 24.5 g of procaine was obtained as a pale yellow solid, with a yield of 77.8% and a purity of 97.6%.

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

This invention relates to a process for preparing procaine, by using p-nitrobenzoic acid and diethylamino ethanol as raw materials, by esterification to produce nitrocaine, which is then reduced by reductant of hydrogenin xylene solvent with catalyst of nicket compound (Leininie) in suitable temp. and pressure to produce final product-procaine. Advantages are simple process, high transforming rate, high yield, high pureness, short process, reutilization of catalyst, no three wastes.

Description

technical field [0001] The present invention relates to a preparation method of ester anesthetics, more specifically to a method for preparing procaine by catalytic hydrogenation. Background technique [0002] Procaine (p-aminobenzoic acid-β-diethylaminoethyl ester) is a common ester local anesthetic and one of the basic drugs widely used in clinical practice at home and abroad. In clinical application, the irritation and side effects are small, the effect is good, and the absorption is fast and the anesthesia time is short. In recent years, its new clinical uses have been increasing, and the market demand has become more and more prosperous, which has attracted more and more attention. [0003] The synthesis methods of procaine mainly include direct esterification and indirect esterification. [0004] At present, the direct esterification method is mostly used in the production of procaine. The specific route is as follows: [0005] [0006] The direct esterification...

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): C07C227/04C07C229/60
Inventor 李方实贾志刚祝清兰周禾
Owner NANJING UNIV OF TECH
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