Tautomerism of substituted 2H-1,2,6-thiadiazin-3-one 1,1-dioxides: 1H, 13C, and 15N nuclear magnetic resonance studies
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 6,p. 859-863
- https://doi.org/10.1039/p29880000859
Abstract
Tautomerism of 2,5-disubstituted (4), 4,5,6-substituted (5), and 5-substituted 2H-1,2,6-thiadiazin-3-one 1,1-dioxides (6) has been studied by u.v., 1H, 13C and natural-abundance 15N n.m.r. spectroscopies. The effect of solvent concentration, temperature, and the nature of the substituents on the KT variation has been investigated. Comparison between the tautomeric behaviour of 2H-1,2,6-thiadiazin-3-one derivatives and the related pyrazol-5-ones provides some conclusions about the role of aromaticity on the stability of the different tautomers.Keywords
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