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Synthesis method of lidocaine hydrochloride

A technology of lidocaine hydrochloride and its synthetic method, which is applied in the field of drug synthesis, can solve problems such as large environmental pollution, unfavorable green process requirements, high toxicity of chloroacetyl chloride, etc., and achieve the effect of improving yield and purity

Active Publication Date: 2021-03-05
常州康普药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chloroacetyl chloride is mostly used in the synthesis of lidocaine hydrochloride at present, and chloroacetyl chloride is highly toxic and has strong irritating gas generation, which is harmful to the environment and is not conducive to the stability of synthesis, which affects the yield of lidocaine hydrochloride
Moreover, more toxic solvents are used in the traditional synthesis process, such as benzene solvents, which are harmful to the human body, which is not conducive to the green process requirements

Method used

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  • Synthesis method of lidocaine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (1) According to the mass ratio of 2,6-dimethylaniline: acetonitrile: methyl chloroacetate is 1:4:1, put methyl chloroacetate and acetonitrile into a dry and clean reaction pot, start stirring, and cool to below 20°C , slowly add 2,6-dimethylaniline (control the internal temperature below 20°C), stir and heat up to reflux after the addition, keep the temperature for 3 hours, cool to below 10°C, shake off the material, rinse, spin dry, and dry in Dry at 70°C for 24 hours to obtain intermediate 1; calculated based on the theoretical yield of 2,6-dimethylaniline, the yield of intermediate 1 reaches 95.8%.

[0025] (2) lidocaine base

[0026] According to the mass ratio of intermediate 1, diethylamine and acetonitrile as 1:2.5:5, put intermediate 1, diethylamine and acetonitrile into the reaction kettle, stir and heat up to reflux, keep warm and reflux for 8 hours, and recover acetonitrile after reflux , cooled to 40°C, shaken and filtered, the collected filter residue was...

Embodiment 2

[0031] (1) According to the mass ratio of 2,6-dimethylaniline: acetonitrile: methyl chloroacetate is 1:5:1, put methyl chloroacetate and acetonitrile into a dry and clean reaction pot, start stirring, and cool to below 20°C , slowly add 2,6-dimethylaniline (control the internal temperature below 20°C), stir and heat up to reflux after the addition, keep the temperature for 3 hours, cool to below 10°C, shake off the material, rinse, spin dry, and dry in Dry at 80°C for about 24 hours to obtain intermediate 1; calculated based on the theoretical yield of 2,6-dimethylaniline, the yield of intermediate 1 reaches 96.2%.

[0032] (2) lidocaine base

[0033] According to the mass ratio of intermediate 1, diethylamine and acetonitrile as 1:2.5:5, put intermediate 1, diethylamine and acetonitrile into the reaction kettle, stir and heat up to reflux, keep warm and reflux for 8 hours, and recover acetonitrile after reflux , cooled to 40°C, shaken and filtered, the collected filter resid...

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Abstract

The invention provides a synthesis method for lidocaine hydrochloride. The synthesis method comprises the following steps: carrying out a heating reaction on methyl chloroacetate and 2,6-dimethylaniline in an acetonitrile solvent to obtain an intermediate 1; adding the intermediate 1, diethylamine and acetonitrile into a reaction kettle, carrying out a reaction, then carrying out post-treatment, and performing separating to obtain lidocaine alkali; adding lidocaine alkali and acetone into the reaction kettle, adding hydrochloric acid, and carrying out stirring and heating until the lidocaine alkali is dissolved; and then carrying out post-treatment such as decoloration and crystallization to obtain the lidocaine hydrochloride. According to the method, chloroacetyl chloride is replaced withmethyl chloroacetate, acetonitrile is selected as a reaction solvent, and through cooperation of all the conditions, a production environment is improved, safety in a production process is improved,and the yield and purity of lidocaine hydrochloride are remarkably improved.

Description

technical field [0001] The invention belongs to the field of medicine synthesis and provides a method for synthesizing lidocaine hydrochloride. Background technique [0002] The chemical name of lidocaine hydrochloride is N-(2,6-xylyl)-2-(diethylamino)acetamide hydrochloride-hydrate, which is a common amide local anesthetic. The patch can be used as a topical anesthetic, has analgesic effect, can be absorbed through the skin or mucous membrane, and is clinically used for local infiltration anesthesia before superficial surgery on the skin or mucous membrane; it can also relieve postherpetic neuralgia, just like other local anesthetics , topical application has a certain antipruritic effect, and also has antiarrhythmic effect. Lidocaine hydrochloride can act on the central nervous system, causing adverse reactions such as drowsiness, paresthesia, muscle tremor, convulsions, coma, and respiratory depression; it can cause hypotension and bradycardia, and high blood drug concen...

Claims

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Application Information

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IPC IPC(8): C07C237/06C07C231/12
CPCC07C231/02C07C231/12C07C237/06
Inventor 殷晓伟王姝汤金春
Owner 常州康普药业有限公司
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