5-取代氧化呋咱并[3,4-b]吡啶衍生物的合成与表征

doi:10.3724/SP.J.1095.2014.30569

摘要/Abstract

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

Abstract: An intermediate [1,2,5]oxadiazolo[3,4-e]tetrazolo[1,5-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 furoxano[3,4-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.

Key words: organic chemistry, synthesis, dichloropyridine, furoxano[3,4-b]pyridine derivatives

中图分类号:

O625

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, DOI: 10.3724/SP.J.1095.2014.30569.

MA Congming1, LIU Zuliang1, YAO Qizheng1,2*. Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30569.

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