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5-取代氧化呋咱并[3,4-b]吡啶衍生物的合成与表征
引用本文:马丛明,刘祖亮,姚其正.5-取代氧化呋咱并[3,4-b]吡啶衍生物的合成与表征[J].应用化学,2014,31(8):911-915.
作者姓名:马丛明  刘祖亮  姚其正
作者单位:(1.南京理工大学化工学院 南京 210094; 2.中国药科大学药学院 南京 210009)
基金项目:国家自然科学基金资助项目(21102125)~~
摘    要:以廉价易得的2,6-二氯吡啶为原料,经过硝化、叠氮化、热解环化步骤得到中间体1,2,5]噁二唑并3,4-e]四唑并1,5-a]吡啶-3-氧化物(4b),再与浓硫酸/硝酸钾、甲醇钠和甲胺水溶液反应分别得到5-取代的氧化呋咱并3,4-b]吡啶衍生物5~7。 研究了化合物4b结构的稳定性,发现其中的氧化呋咱环在强酸性、强碱性和弱碱性条件下较稳定,而吡啶环与叠氮基形成的四唑环结构则不太稳定。

关 键 词:有机化学  合成  二氯吡啶  吡啶并氧化呋咱衍生物  
收稿时间:2013-11-13
修稿时间:2014-01-14

Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives
MA Congming,LIU Zuliang,YAO Qizheng.Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives[J].Chinese Journal of Applied Chemistry,2014,31(8):911-915.
Authors:MA Congming  LIU Zuliang  YAO Qizheng
Institution:(1.School of Chemical Engineering,Nanjing University of Science & Technology,Nanjing 210094,China; 2.School of Pharmacy,China Pharmaceutical University,Nanjing 210009,China)
Abstract:An intermediate 1,2,5]oxadiazolo3,4-e]tetrazolo1,5-a]pyridine-3-oxide(4b) was synthesized using 2,6-dichloropyridine as a primary material, followed by nitration, azide, and cyclization. Compound 4b reacted with concentrated sulfuric acid and potassium nitrate, sodium methoxide, aqueous methylamine to afford 5-substituted furoxano3,4-b]pyridine derivatives 5~7, respectively. The furoxano group of compound 4b was stable in the presence of strong acid, strong base and weak base, but the tetrazolo group formed by azido group at the ortho position of the pyridine ring was labile.
Keywords:organic chemistry  synthesis  dichloropyridine  furoxano[3  4-b]pyridine derivatives
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