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Method for synthesizing methoxyphenamine hydrochloride

A technology of methoxyphenamine hydrochloride and o-methoxyphenylacetone, applied in chemical instruments and methods, preparation of organic compounds, preparation of amino hydroxyl compounds, etc., can solve the problems of expensive platinum catalysts and increased production costs, etc. Achieve the effects of mild reaction conditions, less pollution and low preparation cost

Active Publication Date: 2012-07-25
CHANGZHOU RUIMING PHARMA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In the above-mentioned method of reacting with o-methoxyphenylacetone and methylamine methanol, platinum oxide or platinum dichloride will be used as a catalyst, and the platinum catalyst is expensive, which will significantly increase the production cost

Method used

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  • Method for synthesizing methoxyphenamine hydrochloride
  • Method for synthesizing methoxyphenamine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Put 100kg of o-methoxyphenylacetone and 150L of 20% methylamine methanol solution into a high-pressure hydrogenation reactor, set the temperature at 60°C, add 5kg of 10% palladium-carbon catalyst to hydrogenate at normal pressure until no hydrogen is absorbed, filter, The reaction solution was transferred to an enamel reaction kettle, distilled to dryness under reduced pressure, added 50 L of absolute ethanol to stir and dilute, added hydrochloric acid ethanol solution dropwise to pH 2, stirred at room temperature, centrifuged and dried to obtain crude methoxyphenamine hydrochloride. After recrystallization of pure ethanol, vacuum drying at 80° C. for 4 hours to obtain 118.9 kg of methoxyphenamine hydrochloride with a yield of 90.8% and a content of more than 99%.

Embodiment 2

[0020] Put 100 kg of o-methoxyphenylacetone and 300 L of 10% methylamine ethanol solution into a high-pressure hydrogenation reactor, set the temperature at 70 ° C, add 10 kg of 5% palladium-carbon catalyst to hydrogenate at 1.5 atmospheres until no hydrogen is absorbed, filter, The reaction solution was transferred to an enamel reaction kettle, distilled to dryness under reduced pressure, added 50L of absolute ethanol, stirred and diluted, added hydrochloric acid ethanol solution dropwise to pH 2, stirred at room temperature, centrifuged and dried to obtain crude methoxyphenamine hydrochloride. After pure ethanol was recrystallized, it was dried in vacuum at 80°C for 4 hours to obtain 119.3 kg of methoxyphenamine hydrochloride, with a yield of 91.1% and a content of more than 99%.

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Abstract

The invention relates to the field of the synthesis of medicine and chemical industry, in particular to a method for synthesizing methoxyphenamine hydrochloride. The method is characterized in that palladium carbon is used as a catalyst in the catalytic hydrogenation reaction of o-methoxy phenyl acetone and a methylamine alcohol solution. The preparation method has low cost, high product content,no pollution and easy industrialization, the content is more than 99%, and the yield is more than 90%.

Description

technical field [0001] The invention relates to the field of synthesis of pharmaceutical raw materials and chemical intermediates, in particular to a synthesis method of methoxyphenamine hydrochloride. Background technique [0002] Methoxyphenamine hydrochloride, chemical name: 2-methoxy-N, the hydrochloride salt of α-dimethylphenethylamine, the structural formula is as follows: [0003] [0004] It is a β-adrenergic receptor agonist, which can relax bronchial smooth muscle and relieve bronchospasm. Its anti-asthma effect is stronger than that of ephedrine, but it is weaker in central nervous system and cardiovascular aspects. [0005] Japanese patent JP31010222 has reported the synthetic method of methoxyphenamine hydrochloride, with 32.8 grams of o-methoxyphenylacetone and 18 grams of nitromethane as raw materials, refluxed under the condition of 40 grams of mercury-aluminum catalyst for 4-5 hours, produced rate of 81%. [0006] Heinzelman R.V. reported another synth...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C217/60C07C213/08
Inventor 史为民操锋
Owner CHANGZHOU RUIMING PHARMA