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Synthesis method of pheniramine maleate

A technology of pheniramine maleate and pheniramine maleate, which is applied in the field of synthesis of pheniramine maleate and can solve problems such as the lack of reports on the synthesis of pheniramine maleate

Inactive Publication Date: 2015-12-23
张燕梅
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, there is no report on the synthesis of pheniramine maleate in China

Method used

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  • Synthesis method of pheniramine maleate
  • Synthesis method of pheniramine maleate
  • Synthesis method of pheniramine maleate

Examples

Experimental program
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Effect test

Embodiment 1

[0018] Embodiment 1: the preparation of pheniramine maleate

[0019] (1) Preparation of benzylpyridine

[0020] Add 200g of phenylacetonitrile and 10g of catalyst cobaltocene into a 500ml autoclave, vacuumize, raise the temperature to 150°C, pass in dried acetylene gas, the temperature rises, keep the temperature at 150-170°C, pass in 100g of acetylene gas, and ventilate After the end, react under high pressure at 150-170°C for 4 hours. After the reaction, distill to obtain 260g of benzylpyridine.

[0021] (2) preparation of pheniramine maleate

[0022] Add 260g of benzylpyridine and 95g of sodium amide in tetrahydrofuran solvent, react at 20-25°C for 1 hour, then add dropwise the toluene solution of N,N-dimethyl chloride, and control the temperature at 30-40°C, After the dropwise addition, react at 40-45°C for 2 hours. After the reaction, cool down to normal temperature, then add water to wash the organic phase to neutrality, and recover the solvent to obtain the concentrat...

Embodiment 2

[0023] Embodiment 2: the preparation of pheniramine maleate

[0024] (1) Preparation of benzylpyridine

[0025] Add 200g of phenylacetonitrile and 8g of catalyst cobaltocene into a 500ml autoclave, vacuumize, raise the temperature to 140°C, pass in dried acetylene gas, the temperature rises, keep the temperature at 140-160°C, pass in 100g of acetylene gas, and ventilate After the end, react under high pressure at 150-160°C for 4.5h, after the end of the reaction, distill to obtain 270g of benzylpyridine.

[0026] (2) preparation of pheniramine maleate

[0027] In tetrahydrofuran solvent, add benzylpyridine 270g, sodium amide 100g, temperature is 20~25 ℃ and react for 1 hour, then dropwise add the toluene solution 282g (content 60%) of N,N-dimethyl chloride ethane, temperature control At 30-40°C, after the dropwise addition, react at 40-45°C for 2 hours, after the reaction, cool down to normal temperature, then add water to wash the organic phase until neutral, recover the so...

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Abstract

The invention belongs to the field of medical chemistry, and in particular relates to a synthesis method of pheniramine maleate. The method includes the following steps: (1) reacting benzyl cyanide with acetylene gas in the presence of a cobaltocene catalyst to generate benzyl pyridine; (2) reacting benzyl pyridine with N,N-dimethyl chloroethane under the catalysis of sodium amide to generate pheniramine, and conducting neutralization reaction on pheniramine with maleate to generate pheniramine maleate.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, in particular to a method for synthesizing pheniramine maleate. Background technique [0002] Pheniramine maleate, English name: PheniraminMaleate, [0003] Chemical name: 1-phenyl-1-(2-pyridyl)-3-dimethylaminopropane maleate [0004] Molecular formula: C 20 h 24 N 2 o 4 , molecular weight: 356.42, CAS number: 132-20-7. [0005] This product has antihistamine effect and can relieve cold symptoms. Indications: It is used for colds and allergic diseases of the skin and mucous membranes. It has a better effect on allergic diseases of the eyes. Its main functions are mainly used to relieve symptoms caused by dust, colds, allergies, rubbing eyes, wearing contact lenses (contact lenses), swimming and eye diseases. Bloodshot eyes, itching, burning, and other irritations caused by fatigue, etc. [0006] At present, there is no report on the synthesis of pheniramine maleate in China. Contents ...

Claims

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Application Information

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IPC IPC(8): C07D213/38C07C57/145C07C51/41
CPCC07D213/38
Inventor 不公告发明人
Owner 张燕梅
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