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2-amino-3,5-dibromobenzaldehyde synthesis method

A technology of dibromobenzaldehyde and o-aminobenzaldehyde, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as complex process, low process yield, etc., achieve high yield, improve utilization rate effect

Inactive Publication Date: 2017-12-19
ZHANGJIAGANG JINFENG RUNERFA HARDWARE PLASTIC FACTORY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The existing process for synthesizing 2-amino-3,5-dibromobenzaldehyde has low yield and complex process

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] The synthetic method of 2-amino-3,5 dibromobenzaldehyde comprises:

[0020] 1. Stir and mix ethanol and anthranilaldehyde according to the molar ratio of 5:1;

[0021] 2. Stir and drop the mixed solution of bromine, potassium bromide and water in the reaction solution, wherein the mol ratio of anthranil, bromine and potassium bromide is 1:1.9:9, and the time for dropping is 40 minutes;

[0022] 3. Stir the reaction at 20°C for 1 hour, and track the progress of the reaction with high performance liquid chromatography (HPLC);

[0023] 4. Continue to add excess saturated sodium bicarbonate solution to the reaction solution, stir well until solid precipitates, and filter to obtain 2-amino-3,5-dibromobenzaldehyde.

[0024] The yield of 2-amino-3,5-dibromobenzaldehyde is 91.9%.

Embodiment 2

[0026] The synthetic method of 2-amino-3,5 dibromobenzaldehyde comprises:

[0027] 1. Stir and mix ethanol and anthranilaldehyde according to the molar ratio of 5:1;

[0028] 2. Stir and drop the mixed solution of bromine, potassium bromide and water in the reaction solution, wherein the mol ratio of anthranil, bromine and potassium bromide is 1:1.9:9.5, and the dropping time is 30 minutes;

[0029] 3. Stir the reaction at a temperature of 10° C. for 1 hour, and track the progress of the reaction with high performance liquid chromatography (HPLC);

[0030] 4. Continue to add excess saturated sodium bicarbonate solution to the reaction solution, stir well until solid precipitates, and filter to obtain 2-amino-3,5-dibromobenzaldehyde.

[0031] The yield of 2-amino-3,5-dibromobenzaldehyde is 91.7%.

Embodiment 3

[0033] The synthetic method of 2-amino-3,5 dibromobenzaldehyde comprises:

[0034] 1. Stir and mix ethanol and anthranilaldehyde according to the molar ratio of 5:1;

[0035] 2. Stir and drop the mixed solution of bromine, potassium bromide and water in the reaction solution, wherein the mol ratio of anthranil, bromine and potassium bromide is 1:1.95:9.5, and the dropping time is 50 minutes;

[0036] 3. Stir the reaction at a temperature of 5°C for 1 hour, and track the progress of the reaction with high performance liquid chromatography (HPLC);

[0037] 4. Continue to add excess saturated sodium bicarbonate solution to the reaction solution, stir well until solid precipitates, and filter to obtain 2-amino-3,5-dibromobenzaldehyde.

[0038] The yield of 2-amino-3,5-dibromobenzaldehyde is 91.3%.

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PUM

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Abstract

The present invention discloses a 2-amino-3,5-dibromobenzaldehyde synthesis method, wherein 2-amino-3,5-dibromobenzaldehyde is synthesized by using a reduction reaction product m-amino benzaldehyde and bromine as raw materials through a potassium bromide additive capable of increasing the utilization rate of bromine. According to the present invention, the 2-amino-3,5-dibromobenzaldehyde is synthesized through the potassium bromide additive capable of increasing the utilization rate of bromine, such that the yield is high, and the advantages of environmental protection and no pollution are provided.

Description

technical field [0001] The application relates to a synthesis method of 2-amino-3,5-dibromobenzaldehyde. Background technique [0002] 2-Amino-3,5-dibromobenzaldehyde is a common pharmaceutical intermediate widely used in the synthesis of expectorant drug Ambroxol hydrochloride. There are many synthetic routes for ambroxol hydrochloride, but the most widely used route is: use 2-amino-3,5-dibromobenzaldehyde as raw material, and condense with trans-p-aminocyclohexanol to form intermediate imines The product is converted into a salt through hydrogenation reduction and acidification to obtain ambroxol hydrochloride. As an important intermediate of ambroxol hydrochloride, 2-amino-3,5-dibromobenzaldehyde has a large demand. [0003] The existing process for synthesizing 2-amino-3,5-dibromobenzaldehyde has low yield and complex process. Contents of the invention [0004] The object of the present invention is to provide a kind of synthetic method of 2-amino-3,5 dibromobenzald...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C221/00C07C223/06
CPCC07C221/00C07C223/06
Inventor 沈玉忠
Owner ZHANGJIAGANG JINFENG RUNERFA HARDWARE PLASTIC FACTORY