Method of synthesizing amantadine hydrochloride

A technology for memantine hydrochloride and dimethyladamantane, which is applied in the field of synthesizing memantine hydrochloride, can solve problems such as large limitations and difficult to satisfy, and achieve the effects of less toxic and side effects and mild reaction conditions

Inactive Publication Date: 2004-12-22
NANJING UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

These operations and the selected solvents are difficult to meet the needs of industrialized larg

Method used

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  • Method of synthesizing amantadine hydrochloride
  • Method of synthesizing amantadine hydrochloride
  • Method of synthesizing amantadine hydrochloride

Examples

Experimental program
Comparison scheme
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Embodiment

[0019] Embodiment: As above experimental procedure: the hydrolysis temperature of alkaline hydrolysis is preferably between room temperature and 50° C.; generally controlled at 30-50° C., and the hydrolysis time is 30 minutes to 90 minutes. When the temperature is low, the hydrolysis time is significantly prolonged.

[0020] Embodiment: as above-mentioned experimental procedure: the choice of the alkali that alkaline hydrolysis is used is very much: sodium hydroxide, potassium hydroxide are the most common, also can use calcium hydroxide, barium hydroxide and comprise lithium hydroxide, lithium carbonate, carbonic acid Sodium, potassium carbonate, cesium carbonate and other carbonates.

[0021] Example: As above experimental procedure: free memantine is generated after hydrolysis, and extracted from the water layer with a suitable aromatic hydrocarbon solvent, the solvent includes toluene, o-xylene, p-xylene, mixed xylene, etc. The combined organic layers were washed with wat...

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Abstract

A process for synthesizing adamantanamine hydrochloride from 1,3-dimethyl adamantane include browo reaction while Ritter reaction, adding the resultant mixture in the mixture of polar proton solvent and alcohol solvent, stirring while alcoholyzing, regulating pH, alkaline hydrolyzing to generate adamantanamine, extracting in arylhydrocarbon solvent, water washing, drying, filtering, vacuum concentrating of filtrate, reacting on concentrated hydrochloric acid to obtain coarse product, and recrystallizing in the mixed solvent of alcohol and arylhydrocarbon.

Description

1. Technical field [0001] The invention relates to a new method for synthesizing memantine hydrochloride, especially a "one-pot method" method for synthesizing memantine hydrochloride. 2. Background technology [0002] Memantine hydrochloride structural formula 1 (Memantine HCl) is a structurally symmetrical tricyclic [3.3.1.1 3，7 ] decane derivatives, and adamantane-1-amine hydrochloride (Amantadine HCl), that is, structural formula 2 is a homologue. Studies have found that memantine hydrochloride is a new type of N-methyl-D-aspartic acid (NMDA) antagonist, which can be used to regulate the neurotoxic side effects of glutamate pathological release and improve all memory processes. Delivery of glutamate is required. Clinical trials have shown that the structural formula 1 is used to treat Alzheimer's disease (Alzheimer disease), and patients have better tolerance. [0003] structural formula [0004] [0005] Patent literature reports that there are mainly two synthet...

Claims

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Application Information

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IPC IPC(8): C07C209/00C07C211/38
Inventor 王少仲李建新杜云王磊黄乐群
Owner NANJING UNIV
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