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A kind of preparation method of benzalkonium chloride

A technology of benzalkonium chloride and cetyl dimethyl benzyl ammonium chloride is applied in the field of preparation of benzalkonium chloride, can solve the problems of containing toxic by-products, complicated production operations, and high water content, and achieves appearance The effect of good shape, simple post-processing and low water content

Active Publication Date: 2022-05-03
HUBEI GEDIAN HUMANWELL PHARMA EXCIPENTS
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AI Technical Summary

Problems solved by technology

[0009] The technical problem to be solved by the present invention is to overcome the disadvantages of low yield, toxic by-products, high water content, complicated production operation and high cost in the preparation method of benzalkonium chloride in the prior art, and provides a kind of benzalkonium chloride The preparation method of ammonium chloride

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  • A kind of preparation method of benzalkonium chloride
  • A kind of preparation method of benzalkonium chloride

Examples

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Embodiment 1 10

[0031] Example 1 Preparation of dodecyl dimethylbenzyl ammonium chloride

[0032] In the 1000L reactor, 100.00kg (469.5 mol) of dodecyl dimethyl tertiary amine, 62.40kg (493.0mol) of benzyl chloride and 400.00kg of acetone were added to the 1000L reactor, stirred at 50 °C for 5h. Then cool down to 0 °C. After the solids are precipitated, they are filtered and dried to give 145.88kg of white solids, with a total yield of 91.5%. Dodecyldimethylbenzylammonium chloride has a purity of 99.5%.

Embodiment 2 10

[0033] Example 2 Preparation of tetradecyldimethylbenzyl ammonium chloride

[0034] In the 500L reactor, 40.00kg (166.0mol) of tetradecyl dimethyl tertiary amine, 19.96kg (157.7mol) of benzyl chloride and 200.00kg of acetonitrile were added to the 500L reactor, stirred at 60 °C for 4h. Then cool down to -10 °C. After the solids are precipitated, they are filtered and dried to give 53.50kg of white solids, with a total yield of 92.3%. Tetradecyldimethylbenzyl ammonium chloride has a purity of 99.6%.

Embodiment 3 10

[0035] Example 3 Preparation of cetyl dimethylbenzyl ammonium chloride

[0036] In the 50L reactor, 6.00 kg (22.3 mol) of cetyl dimethyl tertiary amine, 2.82 kg (22.3 mol) of benzyl chloride and 18.00 kg of ethanol were added to the 50L reactor, stirred at 40 °C for 6 h. Then cool down to -5 °C. After the solids are precipitated, filtered and dried to 8.12kg white solids, the total yield is 92.1%. Cetyldimethylbenzylammonium chloride has a purity of 99.4%.

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Abstract

The invention discloses a preparation method of benzalkonium chloride. The preparation method includes the following steps: (1) in an organic solvent, at 30-70°C, carry out a salt-forming reaction between fatty alkyl dimethyl tertiary amine and benzyl chloride to obtain fatty alkyl dimethyl benzyl ammonium chloride; the fatty alkyl is dodecyl, tetradecyl or hexadecyl; the organic solvent is methanol, ethanol, n-propanol, isopropanol, acetone and acetonitrile (2) In an organic solvent, crystallize a mixture containing two or three fatty alkyl dimethyl benzyl ammonium chlorides prepared in step (1). The preparation method of the present invention has the advantages of simple process, high yield, which can reach more than 90%; the content of related substances is low, the purity is high, which can reach more than 99%, and the water content is low, which can realize the effect of good product appearance and simple post-treatment. It meets the requirements of various pharmacopoeias and is suitable for industrial production of pharmaceutical grade benzalkonium chloride.

Description

Technical field [0001] The present invention relates to a method for preparing benzalkonium chloride. Background [0002] Benzalkonium chloride is a quaternary ammonium salt cationic surfactant with bactericidal effect, which is a commonly used bacteriostatic agent in ophthalmic preparations as a medicinal excipient. In foreign pharmacopoeias are defined as a mixture of dimethyl benzyl ammonium chloride, USP 38, BP2013 and EP 8.0 stipulate that its alkyl composition is mainly dodecyldimethylbenzyl ammonium chloride, tetradecyldimethylbenzyl ammonium chloride and cetyl dimethylbenzyl ammonium chloride. Due to the different bactericidal characteristics of the three homologues (study on the difference between the quality of benzalkonium chloride at home and abroad, Xiong Yaqun et al., Chinese Pharmacist [J] Vol. 19, No. 4, 2016, 808~811), foreign pharmacopoeias have maintained relatively stable bacteriostatic efficacy during product application by controlling their relative proport...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/63C07C209/00
CPCC07C209/00C07C211/63
Inventor 张阳洋田佳曹金冉文华李盛
Owner HUBEI GEDIAN HUMANWELL PHARMA EXCIPENTS
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