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Novel preparation method for bromhexine hydrochloride

A technology of bromhexine hydrochloride and boric acid, applied in the chemical industry, can solve the problems of harsh reaction conditions, serious environmental pollution, poor reaction quality and the like in the synthesis process, and achieves good sealing and environmental protection effects, high reaction quality and few reaction steps. Effect

Inactive Publication Date: 2012-07-04
陈学峰
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  • Abstract
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  • Claims
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Problems solved by technology

The synthesis process reaction condition of the bromhexine hydrochloride produced by this method is harsh, the reaction steps are many, the reaction quality is poor, the yield is low, and the environmental pollution is serious

Method used

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  • Novel preparation method for bromhexine hydrochloride
  • Novel preparation method for bromhexine hydrochloride
  • Novel preparation method for bromhexine hydrochloride

Examples

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Embodiment

[0022] 33 grams of boric acid, 170 milliliters of acetic anhydride, and 1 gram of anhydrous zinc chloride were mixed evenly. Heating to reflux under stirring for 1 hour, cooling, and suction filtration yielded 78 grams of triacetate borate.

[0023] 37 grams of 2-amino-3,5-dibromobenzyl alcohol and 27 grams of borate triacetate were mixed uniformly and stirred at room temperature for 5 hours. Add 50 ml of N-methylcyclohexylamine and 80 ml of diethylene glycol to the reactant, and heat at 150-155° C. for 2 hours. After the reaction was completed, it was cooled to room temperature. Add 200 ml of ice water and adjust the pH to about 8 with acetic acid. The reaction solution was extracted three times with 300 ml of ethyl acetate, and the oil layer was separated. After drying over anhydrous sodium sulfate and distillation, 40 g of a light green oily substance was obtained, which was bromhexine base, and the yield was 80%.

[0024] Dissolve 40 grams of bromhexine base in 500 mil...

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Abstract

The invention discloses a preparation method for bromhexine hydrochloride. The preparation method comprises the following steps of: reacting acetic anhydride with boric acid to generate triacetic acid boric acid ester; reacting 2-amino-3,5- dibromo benzylalcohol with triacetic acid boric acid ester to generate 2-amino-3,5-dibromo benzylalcohol boron chelate; reacting 2-amino-3,5-dibromo benzylalcohol boron chelate with N- methylcyclohexylamine to generate N-(2-amino-3,5-dibromobenzyl)-N-methylcyclohexylamine (bromhexine); and reacting bromhexine with hydrogen chloride to generate crude bromhexine hydrochloride, and refining to obtain refined bromhexine hydrochloride. The bromhexine hydrochloride is suitable for treating chronic bronchitis and other respiratory diseases with phlegm which is difficult to cough out.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, in particular to a new preparation method of bromhexine hydrochloride. Background technique [0002] Bromhexine hydrochloride, alias bromhexine ammonium, benzyl cyclohexyl ammonium bromide, Bisouping, Bixiaophlegm, Bishuping, the English name is Bromhexine Hydrochloride, the earliest active ingredient of Indian folk expectorant and cough medicine Duckbill flower, in 1963 It was first synthesized by Keck, developed by Boehringer Inger Company, listed in 1965, applied in Germany, Italy, Britain, France and other countries, produced in my country in 1973, and recorded in Chinese Pharmacopoeia. [0003] Bromhexine hydrochloride (I) is a derivative of Vasicine, its chemical name is N-methyl-N-cyclohexyl-2-amino-3,5-dibromobenzylamine hydrochloride, Molecular formula is C 14 h 20 Br 2 N 2 HCl, the molecular weight is 412.60, the structural formula is [0004] [0005] This product has...

Claims

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Application Information

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IPC IPC(8): C07C211/52C07C209/68
Inventor 陈学峰周金培陶卓
Owner 陈学峰
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