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首页> 外文期刊>Der Pharma Chemica: journal for medicinal chemistry, pharmaceutical chemistry and computational chemistry >A facile design and efficient synthesis of schiff's bases of tetrazolo [1,5-a] quinoxalines as potential anti-inflammatory and anti-microbial agents
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A facile design and efficient synthesis of schiff's bases of tetrazolo [1,5-a] quinoxalines as potential anti-inflammatory and anti-microbial agents

机译:四唑[1,5-a]喹喔啉席夫碱的简便设计和有效合成作为潜在的消炎和抗菌剂

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摘要

A novel synthetic methodology of schiff's bases incorporating tetrazolo quinoxalines is described. O-Phenylene diamine on condensation with oxalic acid using Phillip’s procedure yielded the corresponding quinoxaline-2,3-dione 1. The latter on chlorination afforded 2,3- dichloroquinoxaline 2. This on hydrazinolysis gave the known 3-chloro-2-hydrazino quinoxaline 3, which further undergoes cyclisation with sodium azide to obtain 2-hydrazino tetrazolo [1,5- a]quinoxaline 4. Finally this synthesized scaffold made to react with different aromatic aldehydes furnished the formation of 1-substituted hydrazino tetrazolo [1, 5-a] quinoxalines 5a-j. The structures of all these title compounds were confirmed by their IR, 1HNMR, and Mass spectral analysis. All the newly synthesized heterocycles have been screened for their in vitro antimicrobial and anti-inflammatory activities. Few of them exhibited promising activity. The ambient conditions, excellent product yields and easy work up procedures make this synthetic strategy a better protocol for the synthesis of newer schiff's derivatives.
机译:描述了一种结合了四唑喹喔啉的席夫碱的新颖合成方法。邻苯二胺与苯二酸的缩合反应,采用菲利普(Phillip)方法,生成了相应的喹喔啉-2,3-二酮1。后者在氯化反应中得到2,3-二氯喹喔啉2。这在肼解反应中得到了已知的3-氯-2-肼基喹喔啉。 3,其进一步与叠氮化钠进行环化以获得2-肼基四唑[1,5-a]喹喔啉4。最后,该合成的支架与不同的芳族醛反应,形成了1-取代的肼基四唑[1,5- a]喹喔啉5a-j。所有这些标题化合物的结构均通过IR,1HNMR和质谱分析确定。已经筛选了所有新合成的杂环化合物的体外抗微生物和抗炎活性。他们中很少有人表现出有希望的活动。环境条件,出色的产品收率和简便的后处理程序使这种合成策略成为合成新型席夫衍生物的更好方案。

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