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Issue 19, 2009
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Tautomerism of guanidines studied by 15N NMR: 2-hydrazono-3-phenylquinazolin-4(3H)-ones and related compounds

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Abstract

2-Hydrazono-3-phenylquinazolin-4(3H)-ones 11a–i are shown by 15N NMR to exist in DMSO solution predominantly as the imino tautomers B and not the amino tautomers A. 2-Hydrazino-benzimidazole derivative 12 and 2-hydrazino-4,6-dimethylpyrimidine derivative 13 were found to exist predominantly as the amino tautomers.

Graphical abstract: Tautomerism of guanidines studied by 15N NMR: 2-hydrazono-3-phenylquinazolin-4(3H)-ones and related compounds

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Article information


Submitted
16 Apr 2009
Accepted
30 Jun 2009
First published
11 Aug 2009

Org. Biomol. Chem., 2009,7, 4110-4119
Article type
Paper

Tautomerism of guanidines studied by 15N NMR: 2-hydrazono-3-phenylquinazolin-4(3H)-ones and related compounds

I. Ghiviriga, B. E. M. El-Gendy, P. J. Steel and A. R. Katritzky, Org. Biomol. Chem., 2009, 7, 4110 DOI: 10.1039/B907577A

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