Diazaindenes (azaindoles.) Part V. Synthesis, spectra, and tautomerism of 1,5-diazainden-4(5H)-one, 1,4- and 1,6-diazainden-2(3H)-one, and some 3-substituted derivatives

Abstract
1,5-Diazaindene 5-oxide has been prepared and rearranged, giving 1-acetyl-1,5-diazainden-4(5H)-one (1). Compound (1) has also been obtained from either (a)cis-3-(pyrrol-2-yl)acrylic acid or (b) 1,5-oxazainden-4(5H)-one. 1,4- and 1,6-Diazainden-2(3H)-one and some 3-substituted derivatives have been synthesised from the corresponding chloronitropyridines. Spectra show that the location of the nitrogen atom in the pyridine ring and the type of 3-substituent markedly influence the position of tautomeric equilibrium.

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