Synthesis, acidity constants and tautomeric structure of 7-arylhydrazono[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines in ground and excited states

Citation
As. Shawali et al., Synthesis, acidity constants and tautomeric structure of 7-arylhydrazono[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines in ground and excited states, J CHIN CHEM, 48(1), 2001, pp. 65-72
Citations number
28
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF THE CHINESE CHEMICAL SOCIETY
ISSN journal
00094536 → ACNP
Volume
48
Issue
1
Year of publication
2001
Pages
65 - 72
Database
ISI
SICI code
0009-4536(200102)48:1<65:SACATS>2.0.ZU;2-Y
Abstract
7-Arylhydrazono[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazines 4 were synthesize d from the reactions of 4-amino-5-phenyl-4H-[1,2,4]triazole-3-thiol 2 and 2 -(2-naphthyl)-2-oxoethanehydrazonoyl bromides 1 and their acid dissociation constants pK and pK*, in the ground and excited states, respectively, were determined. Both pK and pK* constants were correlated by Hammett equation. The pK and the spectral data presented indicate that the title compounds e xist predominantly in the hydrazone tautomeric form.