On the tautomerism of 2,1,3-benzothiadiazinone S,S-dioxide and related compounds

Authors
Castro, A Gil, C Martinez, A
Citation
A. Castro et al., On the tautomerism of 2,1,3-benzothiadiazinone S,S-dioxide and related compounds, TETRAHEDRON, 55(42), 1999, pp. 12405-12410
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
42
Year of publication
1999
Pages
12405 - 12410
Database
ISI
SICI code
0040-4020(19991015)55:42<12405:OTTO2S>2.0.ZU;2-A
Abstract
Tautomerism of 2,1,3-benzothiadiazinone 2,2-dioxide and other related fused heterocyclic amides has been studied by means of experimental (H-1- and C- 13-NMR) and theoretical (ab initio calculations) techniques. The synthesis and spectroscopic characterization of mono- and di-blocked derivatives was carried out. The results predict that the keto form is the most abundant ta utomer in the gas phase, while the N1(H) hydroxy is the preferred one in so lution and the solid state. (C) 1999 Elsevier Science Ltd. All rights reser ved.