Abstract

AbstractThe kinetics of the ring‐into‐ring conversion of some new (Z)‐phenylhydrazones of 3‐benzoyl‐1,2,4‐oxadiazole containing different nitrogen‐substituents at C‐5 (3b–d; X = NHMe, NMe2, and NHCOMe) into the relevant triazoles 4b–d have been examined in a wide range of pS+ (0.1–11.9) in 1:1 (v/v) dioxane/water solution. The obtained results have been compared with previous data concerning the (Z)‐phenylhydrazone of 5‐amino‐3‐benzoyl‐1,2,4‐oxadiazole (3a; X = NH2). All of the studied (Z)‐phenylhydrazones rearrange through three different pathways (specific acid‐catalysed, uncatalysed and general base‐catalysed). The different effects of the substituents on the course of the rearrangement in the three pathways have been examined.

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