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Preparation process of quinamine alcohol

A technology of quinamine alcohol and o-nitroaniline, which is applied in the field of synthesis of quinoxaline compounds, can solve the problems of severe toxic side effects, decreased effect, and reduced toxicity

Inactive Publication Date: 2009-08-26
LANZHOU INST OF ANIMAL SCI & VETERINARY PHARMA OF CAAS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, such compounds have relatively large toxic and side effects, and simply changing their side chains cannot meet the needs, because the result is often that the toxicity is reduced and the effect is also greatly reduced.

Method used

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  • Preparation process of quinamine alcohol
  • Preparation process of quinamine alcohol
  • Preparation process of quinamine alcohol

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Embodiment Construction

[0054] Now the technical solution of the present invention will be further described by the following examples.

[0055] The chemical synthesis process of quinamin alcohol is:

[0056] (1) 18.3g (0.133mol) o-nitroaniline and 0.42g (0.0013mol) tetrabutylammonium bromide are dissolved in 70g toluene, add 50% sodium hydroxide aqueous solution of 25.3g (0.266mol), at 15 Stir at -20°C, slowly add 127g (0.185mol) of sodium hypochlorite aqueous solution (available chlorine content is 5.2%) dropwise, then continue stirring at 15-20°C for 3 hours, and remove the water phase to obtain benzofurazan-1 The toluene solution of the oxide compound is evaporated toluene under vacuum to obtain the benzofurazan-1-oxide compound of 17.4g;

[0057] (2) Dissolve 16.2g of benzofurazan-1-oxide and 13.5g of acetylacetone in 30ml of triethylamine, let the solution stand at room temperature for 18 hours, collect the precipitate, and dry it to obtain 16g The 2-acetyl-3 methylquinoxaline-1,4 dioxide was...

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Abstract

The invention relates to a preparation method of quinaminol, which relates to the field of chemical synthesis, especially the synthesis of quinoxaline compounds. Quinaminol is a veterinary drug with good antibacterial and production-promoting effects, but it has relatively large toxic and side effects. Changing the side chain can not meet the needs, the present invention is to overcome this problem with acemequine as a raw material, and the α-hydrogen atom of acemetquine and the carbonyl of furfuraldehyde are condensed by Claisen-Schmidt reaction under ethylenediamine basic conditions reaction, and dehydration to obtain α, β unsaturated ketones, through this new synthetic route can be obtained strong antibacterial activity, high production-promoting effect, low toxicity quinamino alcohol crystals.

Description

technical field [0001] The invention relates to the field of chemical synthesis of organic compounds, especially the synthesis of quinoxaline compounds. Background technique [0002] Since Haddalin and Issidorides of Beirut, Lebanon published the first article on the Beirut reaction in 1965, hundreds of patents using this reaction have been published and no less than a thousand new N, N-diazepine- 1,4 dioxide (quinoxaline) compounds. In fact, substituted derivatives of various quinoxaline compounds synthesized according to the Beirut reaction, such as: Catbadox, Olaquindox, acetylmethaquine, etc., are used as antibacterial and growth-promoting agents in animal husbandry, veterinary medicine and aquaculture. It has achieved huge economic and social benefits. However, such compounds have relatively large toxic and side effects, and simply changing their side chains cannot meet the needs, because the result is often that the toxicity is reduced and the effect is also greatly ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/06
Inventor 梁剑平扬志强张力李建喜吕嘉文崔颖尚若锋王学红华兰英王曙阳张道霖何荣智王作信蒲秀英
Owner LANZHOU INST OF ANIMAL SCI & VETERINARY PHARMA OF CAAS