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Industrial production method of high-purity sulfuric acid terbutaline

A technology of terbutaline sulfate and a synthesis method, applied in the field of medicine, can solve the problems of complicated operation, large environmental pollution of by-products, harm to the life of employees, etc., and achieves the effects of mild reaction conditions, high product purity and little environmental pollution

Inactive Publication Date: 2014-03-26
ANHUI HEALSTAR PHARM CO LTD
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  • Claims
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AI Technical Summary

Problems solved by technology

[0007] The process uses dangerous chemical reagents methyllithium and selenium dioxide, which are likely to cause personal hazards to employees, and the by-products are relatively polluting to the environment
The hydrogenation reaction is involved in the debenzylation process, and the operation is relatively complicated, which is not conducive to industrial production
In addition, product purification is difficult, and it is difficult to obtain high-purity products

Method used

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  • Industrial production method of high-purity sulfuric acid terbutaline
  • Industrial production method of high-purity sulfuric acid terbutaline
  • Industrial production method of high-purity sulfuric acid terbutaline

Examples

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Embodiment 1

[0022] Embodiment 1 (see attached figure 1 )

[0023] Synthesis process and refining method of terbutaline sulfate:

[0024] 1) Preparation of crude terbutaline sulfate:

[0025] Add 20kg of bambuterol hydrochloride into 200L of 10% sodium hydroxide aqueous solution, stir for 10 minutes, pass nitrogen protection, and reflux at 105°C for 8 hours (TLC detects that the reaction is complete). Check the gas outlet with PH test paper until no alkaline gas is released.

[0026] Cool the reaction liquid, distill it under reduced pressure to 100L, add 100L ethyl acetate to the water phase and wash twice, discard the ethyl acetate phase, adjust the pH of the water phase to 8-9 with 0.5mol / L sulfuric acid, add 200L ethyl acetate to extract three times , combine the organic phases, evaporate to dryness under reduced pressure, add 50L water for injection and 50L ethanol to dissolve the residue, add 0.5mol / L sulfuric acid to adjust the pH=3-4, and evaporate to dryness under reduced press...

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Abstract

The invention relates to the field of medicine, and relates to a synthesis and refining method of sulfuric acid terbutaline compound. The structural formula of the compound is as follows: FORMULA; industrially produced hydrochloric acid bambuterol is used as raw material, and then hydrolyzed under alkaline condition to obtain a sulfuric acid terbutaline crude product, the crude product is crystallized in methanol to obtain a refining product with high purity. The reaction condition is mild, the operation is convenient, the total yield is high (about 50%), the environment pollution is less, and the method is suitable for industrial production. The product meets the latest pharmacopoeia criterion in Europe (7.8 version) and the latest pharmacopoeia criterion in the U.S. (36 version).

Description

technical field [0001] The invention relates to the field of medicine, in particular to a method for synthesizing and refining terbutaline sulfate compound. Background technique [0002] Terbutaline sulfate, chemical name: (±)-α-[(tert-butylamino)methyl]-3,5-dihydroxybenzyl alcohol sulfate (2:1), its structure is as follows: [0003] [0004] is a highly selective adrenaline beta 2 Receptor agonist, with bronchodilation effect, clinically used to treat bronchial asthma, chronic and asthmatic bronchitis, emphysema and other diseases. [0005] The existing technology is to esterify 3,5-dihydroxybenzoic acid (2) and protect the hydroxyl group with benzyl to produce 3,5-dibenzyloxybenzoic acid (3). (4) was obtained by acylation with methyl lithium, ketone aldehyde (5) was produced by selenium dioxide oxidation, and then condensed with tert-butylamine to obtain Schiff base, which was reduced to (6) by sodium borohydride without separation, and hydrogenated Debenzylation and...

Claims

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Application Information

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IPC IPC(8): C07C215/34C07C209/84C07C209/68
Inventor 徐奎刘经星曾飞夏源陶涛
Owner ANHUI HEALSTAR PHARM CO LTD
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