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Synthesis of new bridgehead heterocycles: Pyrimido[3′,2′:3,4]-1,2,4-triazino[5,6-b]indoles

✍ Scribed by Sunita Bhagat; Manish Jain; Mukesh K. Pandey; Pragati; Anjali Saxena; Subhash C. Jain

Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 571 KB
Volume: 17
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20199

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✦ Synopsis

Abstract

A new bridgehead nitrogen hetero‐ cycle viz. 11‐carboethoxy‐9‐oxo‐pyrimido[3′2′:3,4]‐1,2,4‐triazino[5,6‐b]indole 3 has been synthesized from 3‐azido‐5H‐1,2,4‐triazino[5,6‐b]indole 2 by its reaction with diethyl fumerate. The intermediate 2 was obtained by treating 3‐hydrazino‐5H‐1,2,4‐triazino[5,6‐b]indole with NaNO~2~ in presence of polyphosphoric acid. A plausible mechanism for the formation of 3 has been formulated and discussed. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:272–276, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20199

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