Check patentability & draft patents in minutes with Patsnap Eureka AI!

Synthesis method of propafenone drug intermediate benzyl malonic acid diethyl ester

A technology of ethylene benzyl malonate and propafenone, which is applied in the field of synthesis of ethylene benzyl malonate, a drug intermediate of propafenone, can solve the problem of slowing down the contraction depolarization speed and reducing the conduction speed , prolonging the action potential interval and the effective refractory period, etc., to reduce the reaction temperature and reaction time, reduce the intermediate links, and increase the reaction yield.

Inactive Publication Date: 2016-05-25
CHENGDU QIESITE TECH CO LTD
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its electrophysiological effect is to inhibit the inflow of fast sodium ions, slow down the depolarization speed of contraction, reduce the conduction velocity, and slightly prolong the interval of action potential and effective refractory period. Arrhythmia may be effective

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
  • Synthesis method of propafenone drug intermediate benzyl malonic acid diethyl ester

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0011] In a reaction vessel equipped with a stirrer, a thermometer, and a dropping funnel, add 4.6 mol of ethylene malonate (2), 0.13 mol of cuprous chloride, 13.6 mol of 85% sodium sulfite solution, and 13.6 mol of nitromethane 310ml, control the stirring speed at 130rpm, increase the solution temperature to 60°C, add 5.1mol of benzylamine (3), react for 30h after the addition, and precipitate solid, filter, and wash the filter cake with potassium nitrate solution, the mass fraction is 80% ring Wash with hexane, distill under reduced pressure at 0.95kPa, collect fractions at 90--95°C, and recrystallize in 90% acetonitrile to obtain 874 g of crystalline benzylmalonate ethylene glycol, with a yield of 76%.

example 2

[0013] In a reaction vessel equipped with a stirrer, a thermometer, and a dropping funnel, add 4.6 mol of ethylene malonate (2), 0.13 mol of cuprous chloride, 13.6 mol of 87% sodium sulfite solution, and 13.6 mol of nitromethane 310ml, control the stirring speed at 140rpm, increase the solution temperature to 62°C, add 5.2mol of benzylamine (3), react for 32h after the addition, solid precipitates, filter, the filter cake is washed with sodium bromide solution, the mass fraction is 82% Wash with cyclohexane, distill under reduced pressure at 0.97kPa, collect fractions at 90--95°C, and recrystallize in 92% acetonitrile to obtain 931.5 g of crystalline benzyl ethylene glycol malonate, with a yield of 81%.

example 3

[0015] In a reaction vessel equipped with a stirrer, a thermometer, and a dropping funnel, add 4.6 mol of ethylene malonate (2), 0.13 mol of cuprous chloride, 13.6 mol of a 90% sodium sulfite solution, and 13.6 mol of nitromethane 310ml, control the stirring speed at 160rpm, increase the solution temperature to 65°C, add 5.3mol of benzylamine (3), react for 35h after the addition, solid precipitates, filter, and the filter cake is washed with potassium nitrate solution, the mass fraction is 85% ring Wash with hexane, distill under reduced pressure at 0.98kPa, collect fractions at 90--95°C, and recrystallize in 95% acetonitrile to obtain 954.5 g of crystalline benzylethylene malonate, with a yield of 83%.

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 synthesis method of propafenone drug intermediate benzyl malonic acid diethyl ester comprises the following steps: adding 4.6mol of diethyl malonate, 0.13mol of cuprous chloride, 13.6mol of sodium sulfite solution and 310ml of nitromethane into a reaction container provided with a stirrer, a thermometer and a dropping funnel, controlling a stirring speed at 130-160rpm, rising a solution temperature to 60--65 DEG C, adding 5.1-5.3mol of benzyl amine, after adding, reacting for 30-35h, separating out solid, filtering, washing a filter cake with a salt solution, washing with cyclohexane, distilling under reduced pressure, collecting a fraction of 90-95 DEG C, recrystalizing in acetonitrile to obtain a crystal benzyl malonic acid ethyl ester.

Description

technical field [0001] The invention relates to a method for synthesizing propafenone drug intermediate benzylmalonate. Background technique [0002] Propafenone is a sodium channel blocker with rapid antiarrhythmic effects. Directly stabilize the cell membrane, reduce the maximum rise rate of myocardial conduction fibers and myocardial cell action potential phase 0, slow down the conduction, prolong the action potential duration and effective refractory period, and prolong or block the forward and reverse conduction of the bypass. Improve the myocardial excitability threshold, reduce the spontaneous excitability of myocardial cells, block the reentry pathway, and eliminate the reentry excitation. There is also mild inhibition of myocardial contraction and similar to procaine, oral administration is suitable for premature ventricular contractions and paroxysmal ventricular tachycardia. Followed by supraventricular arrhythmias, including atrial premature beats, paroxysmal s...

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 Applications(China)
IPC IPC(8): C07C67/343C07C69/612
CPCC07C67/343
Inventor 彭飞
Owner CHENGDU QIESITE TECH CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com