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Synthetic method of decoquinate

A synthesis method and a decoquinate technology, applied in the field of pharmaceutical engineering, can solve the problems of high reaction risk, high production cost, heavy metal pollution, etc., and achieve the effects of good selectivity, low cost, and reduced equipment requirements

Active Publication Date: 2017-11-24
ZHEJIANG RONGYAO CHEM +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome the technical problems of complex operation in the production process, high production cost, high reaction risk and easy to cause heavy metal pollution in the production of decoquinate in the prior art, and to provide a production safety, low cost, The method for the synthetic decoquinate of environmental protection

Method used

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  • Synthetic method of decoquinate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Step A. Coupling process: Add 27.9 kg of aniline and 60 L of water into the first reaction kettle, pass through frozen brine to cool, the temperature of the ice bath is 0°C, add 72 L of concentrated hydrochloric acid, wait until the temperature drops below 2°C after adding, Add 83 kg of 25% sodium nitrite solution dropwise, keep the internal temperature at 5°C during the dropwise addition, and continue to stir and react for 1.5 hours after the dropwise addition to obtain aniline diazonium salt for later use.

[0030] Add 41.4 kg of o-hydroxyphenethyl ether and 220 L of ethanol to the second reaction kettle, and adjust the pH to about 7 with saturated sodium carbonate solution. After cooling, the aniline diazonium salt solution prepared in the first reaction kettle is added dropwise in the second reaction kettle, the temperature of the diazonium salt solution is kept below 5°C during the dropwise addition, and saturated sodium carbonate solution is added dropwise at the s...

Embodiment 2

[0036] Step A. Coupling process: Add 18.6 kg of aniline and 40 L of water into the first reaction kettle, pass in frozen brine to cool, the temperature of the ice bath is 0°C, add 48 L of concentrated hydrochloric acid, wait until the temperature drops to about 0°C after adding, Add 57 kg of 25% sodium nitrite solution dropwise, keep the internal temperature at 0°C during the dropwise addition, and continue to stir and react for 1 hour after the dropwise addition, to obtain aniline diazonium salt for later use.

[0037] Add 27.6 kg of o-hydroxyphenethyl ether and 150 L of ethanol to the second reaction kettle, adjust the pH to about 8 with saturated sodium carbonate solution, and cool down. Add the aniline diazonium salt solution prepared in the first reaction kettle dropwise to the second reaction kettle, keep the temperature of the diazonium salt solution at 4~5°C during the dropping process, and simultaneously add saturated sodium carbonate solution dropwise to maintain the ...

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Abstract

The invention discloses a synthetic method of decoquinate, and belongs to the technical field of pharmaceutical engineering. The synthetic method takes o-hydroxyphenyl ethyl ether as a raw material to prepare decoquinate via the processes of coupling, reduction, condensation, etherification, cyclization and the like. The process of reduction in the method adopts environment-friendly hydrazine hydrate as a reducer to reduce an azo-compound and introduce an amino group, so that the synthetic method is good in selectivity, and environmentally friendly, and beneficial for reducing environmental pollution problems; BTC is adopted as a cyclization reagent in the process of cyclization, so that the condition is mild, the requirement on equipment is lowered, and the cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical engineering, and in particular relates to a method for synthesizing a quinoline anticoccidial drug decoquinate. Background technique [0002] Decoxyquinate (DecoquinateEconazole Nitrate), the chemical name is 6-decyloxy-7-ethoxyl-4-hydroxyl-3-quinolinecarboxylic acid ethyl ester; It was first successfully developed in the 1960s. It is a very effective quinolone anticoccidial drug for livestock and poultry. It has broad-spectrum anticoccidial activity; decoquinate mainly plays a role in the asexual reproduction stage of coccidia and enters the After the spore cells, it prevents its development by interfering with DNA synthesis, and it begins to function early in the life cycle of coccidia, thereby avoiding damage to the poultry gut. chicken coccidiosis caused by type, poison and Brucella, etc.), has a very good control effect. Because of its good effect, low toxicity, fast metabolism, good...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/56
CPCY02P20/584C07D215/56
Inventor 邹晔张娜张秋红陈仁尔苏为科
Owner ZHEJIANG RONGYAO CHEM
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