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Method for synthesizing mequindox

A technology for the synthesis of acemetquine and its synthesis method, which is applied in the field of organic chemical synthesis, can solve the problems of unreported improvement of the synthesis process of acemetquine, great influence on the yield, difficulty in control, etc., and achieve easy control, improved catalytic efficiency, and side effects Response reduction effect

Inactive Publication Date: 2012-05-09
衢州伟荣药化股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst soda ash used in this process is insoluble in methanol or ethanol, and the activity after dissolution is too strong, difficult to control, prone to side reactions, and has a great impact on the yield
[0004] At present, there is no report for the improvement of acemethaquine synthesis process

Method used

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  • Method for synthesizing mequindox

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A kind of synthetic method of methaquine, comprises the steps:

[0027] (1) Preparation of benzoxadiazepine-N-oxide (ie BFO):

[0028] In a 1000mL three-necked flask, add 360g of liquid caustic soda (concentration: 30%) and 480g of water, cool it with water to about 25°C, start aerating chlorine gas, aerate and weigh until 98g is completed, and obtain a sodium hypochlorite solution, which is all added to a 2000mL three-necked flask , stir and add 120g of liquid caustic soda, cool down to 30°C, add 130g of o-nitroaniline, control the reaction temperature at 45-50°C, keep it at this temperature for 2 hours, then cool to below 30°C, and obtain BFO yellow crystals by suction filtration The powder is 137g, and the water content is about 6.5%.

[0029] (2) Preparation of acemethaquine:

Embodiment 2

[0033] A kind of synthetic method of methaquine, comprises the steps:

[0034] Other operations are the same as embodiment 1, the difference is:

[0035] (2) Preparation of acemethaquine:

Embodiment 3

[0039] A kind of synthetic method of methaquine, comprises the steps:

[0040] Other operations are the same as embodiment 1, the difference is:

[0041] (2) Preparation of acemethaquine:

[0042] Add the mother liquor in step (2) of Example 2 and 48g of BFO (4% water) into a 250mL three-necked flask, heat to dissolve and clarify, the temperature rises to 60°C, then add 34.8g of acetylacetone, and then fractionate at 60-65°C Add 2.8g of anhydrous sodium acetate catalyst at a time until the solid is released, all the catalyst is added, and then keep warm at about 65°C for 3 hours, then cool to 30°C and filter with suction to obtain 68g of acemethaquine solid product.

[0043] This product is a bright yellow crystalline powder. According to the 1992 edition of the "Chinese Veterinary Drug Standards", the melting point of the dry product of acetylmethaquine is 155.2°C. The infrared absorption spectrum of this product should be consistent with the control spectrum. The conten...

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Abstract

The invention belongs to the field of organic chemistry synthesis, and particularly to a method for synthesizing mequindox. The method comprises the following steps of: (1), using o-nitrophenylamine as raw material, preparing BFO; and (2), using the BFO and acetylacetone as raw materials, using anhydrous sodium acetate as catalyst, preparing the mequindox. Aiming at the problems of the prior technology that the used catalyst is hard to be dissolved by a solvent, too active after being dissolved, hard to control, easy in generation of side reaction, has great influence to yield, and the like, the invention provides a technology which is easy to control and greatly reduced in side production, so that yield of product can be greatly increased by about 10%.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and in particular relates to a method for synthesizing acemequine with high yield and low production cost. Background technique [0002] Acetylmethaquin (Shirella net), is a veterinary drug, chemical name: 3-methyl-2-acetylquinoxaline-1,4-dioxide, belongs to broad-spectrum antibacterial drugs, and is effective against Gram-negative bacteria The effect is stronger than positive bacteria, and it has a stronger effect on Treponema. It is effective on piglet yellow scour, pullorum, calf diarrhea, paratyphoid fever, Pasteurella avian, chick pullorum, and chicken E. coli. It is mainly used for swine dysentery caused by Treponema and bacterial enteritis. [0003] The present stage about the synthetic technique of acetylmethaquine is mainly: with o-nitroaniline and sodium hypochlorite, carry out cyclization reaction in sodium hydroxide aqueous solution, obtain BFO, BFO is in methanol or ethanol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/52
Inventor 曹桂东吴伟荣
Owner 衢州伟荣药化股份有限公司
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