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A kind of method for preparing tranexamic acid

A technology of tranexamic acid and aminotoluic acid, which is applied in the direction of organic chemical methods, cyanide reaction preparation, chemical instruments and methods, etc., can solve problems affecting efficiency, etc., and achieve the effect of reducing reaction time and improving reaction efficiency

Active Publication Date: 2020-02-21
CHANGZHOU YINSHENG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since acid is used for catalytic hydrogenation and alkali is used for high-pressure conversion, acid adjustment is required after the hydrogenation reaction, which will affect the efficiency of synthesis

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] The method for preparing tranexamic acid of the present embodiment comprises the following steps:

[0018] Add 100kg of aminotoluic acid, 1000kg of water, 90kg of concentrated sulfuric acid (concentration: 98%), and 3kg of platinum dioxide into the reaction kettle, keep the temperature at 60°C, and pass in excess hydrogen under stirring to carry out the hydrogenation reaction. After completion, water was concentrated to obtain a hydrogenation reaction liquid.

[0019] Add the hydrogenated and concentrated tranexamic acid reaction liquid into the reaction kettle, add 20kg of concentrated sulfuric acid, start stirring, raise the temperature to 185°C, control the pressure at 10Mpa, keep stirring for 2 hours, the reaction is over, add water to quench the reaction, Adjust the pH value to 7.0, a large amount of solids are precipitated, and after filtration, the tranexamic acid product is obtained. HPLC content>96%, yield 89%.

[0020] The reaction formula is as follows:

...

Embodiment 2

[0023] The method for preparing tranexamic acid of the present embodiment comprises the following steps:

[0024] Add 100kg of aminotoluic acid, 1500kg of water, 100kg of concentrated sulfuric acid (concentration: 98%), and 2.5kg of platinum dioxide into the reaction kettle, keep the temperature at 55°C, and pass in excess hydrogen under stirring to carry out the hydrogenation reaction. After the reaction, the water was concentrated to obtain a hydrogenation reaction liquid.

[0025] Add the hydrogenated and concentrated tranexamic acid reaction solution into the reaction kettle, add 10kg of concentrated sulfuric acid, start stirring, raise the temperature to 190°C, control the pressure at 11Mpa, keep stirring for 1.5 hours, the reaction is over, add water to quench the reaction, Adjust the pH value to 7.0, a large amount of solids are precipitated, and after filtration, the tranexamic acid product is obtained. HPLC content>96%, yield 87%.

Embodiment 3

[0027] The method for preparing tranexamic acid of the present embodiment comprises the following steps:

[0028] Add 100kg of aminotoluic acid, 1500kg of water, 100kg of concentrated sulfuric acid (concentration: 98%), and 2.5kg of platinum dioxide into the reaction kettle, keep the temperature at 55°C, and pass in excess hydrogen under stirring to carry out the hydrogenation reaction. After the reaction, the water was concentrated to obtain a hydrogenation reaction liquid.

[0029] Add the hydrogenated and concentrated tranexamic acid reaction solution into the reaction kettle, add 10kg of concentrated sulfuric acid, start stirring, raise the temperature to 195°C, control the pressure at 12Mpa, keep stirring for 1 hour, the reaction is over, add water to quench the reaction, Adjust the pH value to 7.0, a large amount of solids are precipitated, and after filtration, the tranexamic acid product is obtained. HPLC content>96%, yield 88%.

[0030] The reagents used in the pres...

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Abstract

The invention relates to a method for preparing tranexamicacid. The method comprises the following steps: adding the aminomethylbenzoic acid, water, concentrated sulfuric acid and a catalyst into a reaction vessel for stirring and heating; then introducing hydrogen for carrying out hydrogenation reaction to obtain hydrogenated reaction liquid; adding the hydrogenated reaction liquid and the concentrated sulfuric acid into the reaction vessel, raising the temperature to 180 to 200 DEG C, and carrying out heat-preservation stirring and conversion reaction to obtain the tranexamicacid. The methodfor preparing the tranexamicacid, disclosed by the invention, has the advantages of simplified technology, short reaction time and high synthesis efficiency.

Description

technical field [0001] The invention relates to a process for preparing tranexamic acid, which belongs to the technical field of chemical synthesis. Background technique [0002] Tranexamic acid is an anti-fibrinolytic amino acid, which can compete against plasmin activator, so that plasminogen cannot be converted into plasmin, and has the ability to inhibit the proteolytic activity of plasmin. The effect is similar to aminomethylbenzoic acid, and it has a good effect on bleeding caused by increased fibrinolytic activity, and its effect is about 2 times that of aminomethylbenzoic acid. [0003] The existing commonly used synthesis process of tranexamic acid is to first carry out catalytic hydrogenation of carboxybenzylamine, and then carry out high-pressure conversion with alkali. Since acid is used for catalytic hydrogenation, and alkali is used for high-pressure conversion, acid adjustment needs to be carried out after the hydrogenation reaction, which will affect the eff...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C229/46C07C227/16C07C227/32
CPCC07B2200/07C07C227/16C07C227/32C07C229/46
Inventor 陶鑫韩加齐潘利俊葛柏凯焦丹丹
Owner CHANGZHOU YINSHENG PHARMA
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