Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives

doi:10.3724/SP.J.1095.2014.30569

Chinese Journal of Applied Chemistry

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Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives

MA Congming¹, LIU Zuliang¹, YAO Qizheng^1,2*

(1.School of Chemical Engineering,Nanjing University of Science & Technology,Nanjing 210094,China;
2.School of Pharmacy,China Pharmaceutical University,Nanjing 210009,China)

Received:2013-11-13 Revised:2014-01-14 Published:2014-08-10 Online:2014-08-10

Abstract

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

CLC Number:

O625

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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Synthesis and Characterization of 5-Substituted Furoxano[3,4-b]pyridine Derivatives

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