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7-Azacinnolin-4(1H)-one preparation and NMR studies of tautomery

✍ Scribed by Vegar Stockmann; Sebastian Primpke; Anne Fiksdahl

Publisher
Journal of Heterocyclic Chemistry
Year
2011
Tongue
English
Weight
100 KB
Volume
48
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

As part of our current investigations of nitropyridines, we hereby report the preparation of a new annulated heterocycle by C‐azo coupling. Thus, the azacinnoline, pyrido[3,4‐c]pyridazin‐4(1__H__)‐one (38%), was prepared from 4‐acetyl‐3‐aminopyridine via diazotization. ^1^H, ^13^C, and ^15^N NMR spectroscopic investigations revealed that the azacinnoline exclusively exists in the NH‐keto tautomeric form in DMSO‐d~6~, CD~3~OD, and D~2~O. J. Heterocyclic Chem., (2011).

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