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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
Authors:Ahmad S. Shawali  Ibrahim F. Zeid  Mahmoud H. Abdelkader  Alsayed A. Elsherbini  Farag M. A. Altalbawy
Abstract:7‐Arylhydrazono[1,2,4]triazolo[3,4‐b][1,3,4]thiadiazines 4 were synthesized 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 exist predominantly in the hydrazone tautomeric form.
Keywords:Hydrazonoyl halides  1,2,4‐Triazole‐3‐thione  Thiohydrazonate esters  Forster cycle  Hammett equation  Tautomerism
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