A Facile Synthesis of 2,7-diazapyrene

Author

Chariklia Sotiriou-Leventis, Missouri University of Science and TechnologyFollow
Zhan Mao

Abstract

2,7-Diazapyrene is synthesized in three high-yield steps from commercially available 1,4,5,8-naphthalene tetracarboxylic dianhydride, which first reacts with concentrated ammonium hydroxide solution at room temperature to give 1,4,5,8-naphthalenetetracarboxylic diimide (96%). The latter compound is subsequently reduced with borane in refluxing tetrahydrofuran to give 1,2,3,6,7,8-hexahydro-2,7-diazapyrene (77%), which in turn is oxidized with manganese dioxide in refluxing benzene giving 2,7-diazapyrene (71%).

Recommended Citation

C. Sotiriou-Leventis and Z. Mao, "A Facile Synthesis of 2,7-diazapyrene," Journal of Heterocyclic Chemistry, John Wiley & Sons, Jan 2000.

The definitive version is available at https://doi.org/10.1002/jhet.5570370645

Department(s)

Chemistry

Sponsor(s)

American Chemical Society
Petroleum Research Fund
University of Missouri Research Board

International Standard Serial Number (ISSN)

0022-152X

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2000 John Wiley & Sons, All rights reserved.

Publication Date

01 Jan 2000