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Mononuclear heterocyclic rearrangement. Note I. Kinetic study of the rearrangement of the phenylhydrazone of 3‐benzoyl‐5‐phenyl‐1,2,4‐oxadiazole into 2,5‐diphenyl‐4‐benzoylamino‐1,2,3‐triazole
Author(s) -
Spinelli Domenico,
Corrao Anlonino,
Frenna Vincenzo,
VivoicolÒ,
Ruccia Michele,
Cusmano Giuseppe
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130229
Subject(s) - chemistry , oxadiazole , medicinal chemistry , base (topology) , triazole , catalysis , kinetic energy , stereochemistry , organic chemistry , quantum mechanics , mathematical analysis , physics , mathematics
The rates of the mononuclear heterocyclic rearrangement of the phenylhydrazone of 3‐benzoyl‐5‐phenyl‐1,2,4‐oxadiazole (1) into 2,5‐diphenyl‐4‐benzoylamino‐1,2,3‐triazole (II) have heen measured in dioxane/water (50:50, v:v) in the range of p S + 3.8–12.2 at various temperatures and the activation parameters determined. On the basis of the results obtained, we present evidence for the occurrence of two different types of reaction: the first, base‐catalyzed; the second, p S + ‐independent. In the base‐catalyzed range the catalysis is of the general type.