1,3,4-Oxadiazolium salts react with 2-methyl- and 2-phenyl-Δ2-oxazolin-5-one to give N′-acylhydrazinomethylene-Δ2-oxazolin-5-ones (4), which are converted into 1,5-disubstituted 4-acylamino-3-hydroxypyrazoles (5) on treatment with acid or alkali. Heating 4-[1-(N′-benzoyl-N-phenylhydrazino)ethylidene]-2-phenyl-Δ2-oxazolin-5-one (4a) with alkylamines yields 4-[1-(alkylamino)ethylidene]-2-phenyl-Δ2-oxazolin-5-ones (8).
G. V. Boyd and S. R. Dando, J. Chem. Soc., Perkin Trans. 1, 1972, 777 DOI: 10.1039/P19720000777
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