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Preparation method of furan ammonium salt

A technology of furan ammonium salt and acetylfuran, applied in the direction of organic chemistry, etc., can solve the problem of low yield of furan ammonium salt, achieve high yield, simple preparation method, and increase yield

Inactive Publication Date: 2018-01-12
CHENGDU ORGANOCHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is that the yield of furan ammonium salt prepared by using 2-acetylfuran as raw material in the prior art is low. In the case of ammonium salt, the problem of low yield of furan ammonium salt

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A kind of preparation method of furan ammonium salt of the present invention, comprises the following steps:

[0023] S1, using 2-acetylfuran as raw material, under the catalysis of metal salt, 2-acetylfuran and sodium nitrite react to prepare furanone acid;

[0024] S2. Esterifying the furanone acid and alcohol obtained in step S1 under the action of concentrated sulfuric acid to generate furanone ester;

[0025] S3, reacting the furanone ester obtained in step S2 with methoxyamine to obtain 2-methoxyimine-2-furan acetate methyl ester;

[0026] S4. Adjust the pH value of the 2-methoxyimine-2-furan acetic acid methyl ester solution obtained in step S3 to 8-9 with an alkaline solution at 25° C., then keep stirring for 5-6 hours, and then use the Adjust the pH to 6.5-7 with hydrochloric acid, and extract with an organic solvent to obtain a 2-methoxyimine-2-furan acetic acid solution;

[0027] S5. Reacting the 2-methoxyimine-2-furan acetic acid solution obtained in step ...

Embodiment 2

[0031] Based on Example 1, the molar ratio of furanone ester to methoxyamine in step S3 is 1:1.5. The present invention has optimized optimal proportioning. The yield of the ammonium furan salt of the present invention is as high as over 90%.

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Abstract

The invention discloses a preparation method of a furan ammonium salt. The preparation method of the furan ammonium salt comprises the following steps: taking 2-furyl-methylketon as the raw material,enabling 2-furyl-methylketon and sodium nitrite to react under the catalytic action of a metal salt to obtain a furan keto ester; enabling the furan keto ester and methoxyamine to react to obtain 2-methoxy-imine-2-furan methyl acetate; regulating the pH value of a 2-methoxy-imine-2-furan methyl acetate solution, extracting with an organic solvent to obtain a 2-methoxy-imine-2-furan acetic acid solution; and enabling the 2-methoxy-imine-2-furan acetic acid solution and an alcohol amine solvent to react to obtain the furan ammonium salt. The metal salt in the step S1 is one or more of sulfates of a ferric salt, a copper salt and a zinc salt. On the one hand, the yield of the furan ammonium salt is increased by improving the conversion rate of furyl methylketon, and on the other hand, the yield of the furan ammonium salt is increased by reducing the content of trans-furan ammonium salt.

Description

technical field [0001] The invention relates to a preparation process of furan ammonium salt, in particular to a preparation method of furan ammonium salt. Background technique [0002] At present, the cephalosporin antibiotics cefuroxime sodium and cefuroxime axetil have good curative effects, and the dosage of these drugs is increasing, and furan ammonium salt is a new type of pharmaceutical intermediate, and it is also the second generation of cephalosporins. The key intermediate of furocin, the domestic synthesis technology of this product is not yet very mature, and the output is still very low. Ammonium furan salt is very promising in the current market, but it cannot meet the domestic market demand in terms of output and quality. Therefore, there is a lot of room for development in the production and application of such products [0003] In the prior art, the preparation method of furan ammonium salt is related. The common method is to directly react 2-oxo-2-furyl a...

Claims

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Application Information

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IPC IPC(8): C07D307/54
Inventor 谈平忠周永恒谈平安
Owner CHENGDU ORGANOCHEM CO LTD
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