Issue 7, 1978

A novel synthesis of pyrazol-3-ones from biacetyl dimer and arenediazonium salts

Abstract

Arenediazonium salts (1) and biacetyl dimer (2), under acidic conditions, yield 1-aryl-5-methylpyrazol-3-ones (3). A simple procedure employing solid diazonium salts is described. Intermediate 2-arylazo-2,5-dimethylfuran-3(2H)-ones (7) are involved in the reaction. In acid media they can be converted into the pyrazolones (3). Their formation is discussed. A possible mechanism for the rearrangement of (7) to (3) is suggested.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 681-685

A novel synthesis of pyrazol-3-ones from biacetyl dimer and arenediazonium salts

C. Venturello, J. Chem. Soc., Perkin Trans. 1, 1978, 681 DOI: 10.1039/P19780000681

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