Method for synthesizing aminomethylbenzoic acid

A technology of aminotoluic acid and a synthesis method, applied in the field of synthesis of hemostatic drug aminotoluic acid, can solve the problems of a large amount of waste acid, waste water, long synthesis route, low total yield and the like, achieves less environmental pollution, low production cost, The effect of a short synthetic route

Pending Publication Date: 2018-09-04
CHANGZHOU LANLING PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The disadvantages of this method are: (1) the synthetic route is long and the total yield is low; (2) the reduction of iron powder + hydrochloric acid is more polluting to the environment; (3) the cyanidation reaction requires the use of highly toxic sodium cyanide, resulting in Low security; (4) Not suitable for large-scale industrial production
[0007] The disadvantages of this method are: (1) the synthetic route is also long, and the total yield is also low; (2) the chlorination reaction requires the u

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1）

[0026] The synthetic method of the aminotoluic acid of the present embodiment has the following steps:

[0027] ① Add 30g of p-aldehyde benzoic acid (0.2mol), 204g of 5wt% ammonia water (0.6mol) and 2g of palladium-carbon catalyst with a palladium content of 5wt% into the autoclave. The air was replaced with hydrogen, and then the catalytic hydrogenation amination reaction was carried out at a temperature of 130°C and a pressure of 4.0 MPa. After the pressure stopped dropping, the temperature was kept for 1 hour, and then the temperature was lowered and filtered to obtain a crude aminomethylbenzoic acid solution.

[0028] ②Put the crude product solution of aminotoluic acid obtained in step ① into the reaction kettle again, and catch ammonia under reduced pressure. When the pH of the solution is 7.0, concentrate under reduced pressure until solids are precipitated, then cool to 5-10°C, filter, and the mother liquor Apply mechanically to the next batch and continue to concentrat...

Embodiment 2～ Embodiment 4）

[0031] The synthesis method of each embodiment is basically the same as that of Example 1, and the differences are shown in Table 1.

[0032] Table 1

[0033]

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PUM

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Abstract

The invention discloses a method for synthesizing aminomethylbenzoic acid. The method comprises the following step: with p-eormylbenzoic acid as an initial raw material, performing catalytic hydrogenation amination, thereby obtaining the aminomethylbenzoic acid, wherein the reaction temperature of catalytic hydrogenation amination is 80-150 DEG C; the reaction pressure of catalytic hydrogenation amination is 1.5-5.5MPa; ammonia water or an ammonia gas is adopted as an amination reagent of catalytic hydrogenation amination; a palladium-carbon catalyst is adopted as a catalyst of catalytic hydrogenation amination; the amount of the palladium-carbon catalyst accounts for 1-10% of the weight of the p-eormylbenzoic acid; and a step of refining treatment comprises alkali treatment, activated carbon decoloring and acid neutralization. The method disclosed by the invention is relatively short in synthesis route, relatively small in environment pollution, relatively low in production cost, freeof toxic material such as sodium cyanide or liquid chlorine, relatively high in security, relatively high in yield and applicable to industrial large-scale production.

Description

technical field [0001] The invention belongs to the technical field of medicine synthesis, and in particular relates to a synthesis method of a hemostatic drug, aminomethylbenzoic acid. Background technique [0002] Aminomethylbenzoic acid (also known as hemostatic arylic acid, p-aminomethylbenzoic acid) is a good hemostatic drug, which produces anti-lytic The role of fibrinogen. Its hemostatic mechanism is the same as the hemostatic drug aminocaproic acid, and its excretion is slow, its toxicity is low, and it is not easy to generate thrombus. It is mainly used for upper gastrointestinal bleeding, bleeding, surgical bleeding and obstetrics and gynecology bleeding. In addition, aminomethylbenzoic acid has a certain effect on the treatment of tonsil inflammation, tuberculosis and hemoptysis, acne, and chloasma. [0003] At present, the synthetic method of aminomethylbenzoic acid mainly contains following several kinds: [0004] 1. Taking p-nitrobenzoic acid as the startin...

Claims

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Application Information

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IPC IPC(8): C07C229/38C07C227/08C07C227/42C07C51/367C07C65/01
CPCC07C51/367C07C227/08C07C227/42C07C65/01C07C229/38
Inventor 虞小平徐永明吴小波
Owner CHANGZHOU LANLING PHARMA
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