Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for synthesizing 2-amino-3,5-dibromobenzaldehyde through hydrogen peroxide

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

Inactive Publication Date: 2017-12-19
ZHANGJIAGANG JINFENG RUNERFA HARDWARE PLASTIC FACTORY
View PDF3 Cites 2 Cited by
  • 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

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0020] (1), ethanol and anthranilaldehyde are stirred and mixed according to the molar ratio of 5:1;

[0021] (2), stirring and dripping bromine and 30% hydrogen peroxide in the reaction liquid, wherein the mol ratio of anthranilaldehyde, bromine and potassium bromide is 1:1.93:9.5, and the time of dropping is 10 minutes, bromine The molar ratio with hydrogen peroxide is 1.2:1;

[0022] (3), stirring and reacting at a temperature of 5°C for 30 minutes, and tracking the progress of the reaction with high performance liquid chromatography (HPLC);

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

[0024] The yield of 2-amino-3,5-dibromobenzaldehyde is 75.7%.

Embodiment 2

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

[0027] (1), ethanol and anthranilaldehyde are stirred and mixed according to a molar ratio of 5.4:1;

[0028] (2), stirring and dripping bromine and 30% hydrogen peroxide in the reaction solution, wherein the mol ratio of anthranilaldehyde, bromine and potassium bromide is 1:1.94:9.6, and the dropping time is 20 minutes, bromine The molar ratio with hydrogen peroxide is 1.2:1;

[0029] (3), stirring and reacting at a temperature of 10°C for 30 minutes, tracking the progress of the reaction with high performance liquid chromatography (HPLC);

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

[0031] The yield of 2-amino-3,5-dibromobenzaldehyde is 73.8%.

Embodiment 3

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

[0034] (1), ethanol and anthranilaldehyde are stirred and mixed according to the molar ratio of 5:1;

[0035] (2), stirring and dripping bromine and 30% hydrogen peroxide in the reaction solution, wherein the mol ratio of anthranil, bromine and potassium bromide is 1:1.91:9.2, and the dropping time is 30 minutes, bromine The molar ratio with hydrogen peroxide is 1.2:1;

[0036] (3), stirring and reacting at a temperature of 20°C for 30 minutes, tracking the progress of the reaction with high performance liquid chromatography (HPLC);

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

[0038] The yield of 2-amino-3,5-dibromobenzaldehyde was 74.1%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for synthesizing 2-amino-3,5-dibromobenzaldehyde through hydrogen peroxide, wherein the 2-amino-3,5-dibromobenzaldehyde is prepared and synthesized by using reducing reaction products such as o-aminobenzaldehyde and bromine as raw materials through hydrogen peroxide capable of improving the utilization rate of bromine. According to the present invention, the 2-amino-3,5-dibromobenzaldehyde is synthesized through the hydrogen peroxide additive capable of improving the utilization rate of bromine, such that the yield is high, and the method is pollution-free.

Description

technical field [0001] The present application relates to a method for synthesizing 2-amino-3,5-dibromobenzaldehyde through hydrogen peroxide. 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 method for synth...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
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