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Preparation method of 3-methyl-2-ethanol based quinoxaline

A technology for quinoxaline and acetylquinoxaline is applied in the field of preparation of 3-methyl-2-ethanol quinoxaline, can solve problems such as human health hazards and industrial development obstacles, and achieves concise synthesis steps and convenient post-processing. , the effect of high purity

Inactive Publication Date: 2010-12-29
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the safety of quinoxaline drugs is a hot spot in food safety, and veterinary drug residues in animal products can cause harm to human health and directly hinder the development of the industry

Method used

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  • Preparation method of 3-methyl-2-ethanol based quinoxaline
  • Preparation method of 3-methyl-2-ethanol based quinoxaline
  • Preparation method of 3-methyl-2-ethanol based quinoxaline

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Effect test

Embodiment 1

[0029] The preparation of embodiment 1,3-methyl-2-ethanolylquinoxaline

[0030] (1) Preparation of 3-methyl-2-acetylquinoxaline

[0031] Weigh 3g of acetylmequine, add 40mL of tetrahydrofuran, 20mL of 100% ethanol, 20mL of distilled water, stir and heat to dissolve at 30°C, then add 9g of sodium hyposulfite, the molar ratio of acetylmethoquine to sodium hyposulfite is 1:3.75, keep the solution temperature at 50 °C, reacted for 2 hours and then cooled. Most of the solvent was evaporated by rotary evaporation, 20 mL of distilled water was added, extracted three times with 20 mL of chloroform, and the organic phases were combined. The organic phase was dried with anhydrous sodium sulfate, and the filtrate was obtained by suction filtration, and 2.2 g of yellowish-brown 3-methyl-2-acetylquinoxaline crude product was obtained by suction filtration, which was set aside.

[0032] (2) Preparation of 3-methyl-2-ethanolylquinoxaline

[0033] The crude 3-methyl-2-acetylquinoxaline obt...

Embodiment 2

[0034] The preparation of embodiment 2,3-methyl-2-ethanolylquinoxaline

[0035] (1) Preparation of 3-methyl-2-acetylquinoxaline

[0036] Weigh 4g of methquine, add 45mL of tetrahydrofuran, 25mL of 100% ethanol, 25mL of distilled water, stir and heat to dissolve at 30°C, then add 10g of sodium hyposulfite, the molar ratio of acetylmethoquine to sodium hyposulfite is 1:3.15, and keep the solution temperature at 55 °C, reacted for 2 hours and then cooled. Most of the solvent was evaporated by rotary evaporation, 25 mL of distilled water was added, extracted three times with 25 mL of chloroform, and the organic phases were combined. After drying the organic phase with anhydrous sodium sulfate, the filtrate was obtained by suction filtration, and 2.7 g of yellowish brown 3-methyl-2-acetylquinoxaline crude product was obtained by suction filtration, which was set aside.

[0037] (2) Preparation of 3-methyl-2-ethanolylquinoxaline

[0038] The crude 3-methyl-2-acetylquinoxaline obt...

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Abstract

The invention discloses a preparation method of 3-methyl-2-ethanol based quinoxaline, comprising the following steps of: (1) in a solvent, carrying out reduction reaction on maquindox in the presence of a reducing agent to obtain 3-methyl-2-acetylquinoline; and (2) in the solvent, carrying out the reduction reaction on the 3-methyl-2-acetylquinoline in the presence of the reducing agent to obtain the 3-methyl-2-ethanol based quinoxaline. The 3-methyl-2-ethanol based quinoxaline of the invention is quinoxaline drug metabolites and can be used as a standard product for the residual and metabolism researches on quinoxaline drugs.

Description

technical field [0001] The invention relates to a preparation method of a metabolite of quinoxaline medicine, in particular to a preparation method of 3-methyl-2-ethanolylquinoxaline, belonging to the field of organic synthesis. Background technique [0002] Quinoxaline drugs are quinoxaline-N 1 , N 4 - A class of chemically synthesized special animal drugs with antibacterial and growth-promoting effects based on the basic structure of dioxide, mainly including a class of new veterinary drugs quinocetone and acetylmethaquine with independent intellectual property rights in my country. At present, the safety of quinoxaline drugs is a hot spot in food safety, and veterinary drug residues in animal products can cause harm to human health and directly hinder the development of the industry. When studying the metabolic pathway of this type of drug, it was found that this type of drug can react in animals to generate 3-methyl-2-ethanolylquinoxaline (Zhao-Ying Liu, Ling-Li Huang,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/42
Inventor 高海翔张嘉恒周志强张素霞
Owner CHINA AGRI UNIV
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