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Paper | Regular issue | Vol 27, No. 6, 1988, pp.1411-1419
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4492
Oxazolones; Part III. Reaction of 5(4H)-Oxazolones with Hydrazonoyl Halides: A New Synthesis of 5-Pyrazolones

Francesca Clerici, Riccardo Destro, Emanuela Erba, Maria Luisa Gelmi,* and Donato Pocar

*Dipartimento di Chimica Fisica ed Elettrochimica, Università digli Studi di Milano, Via Golgi 19, I-20133 Milano, Italy

Abstract

Reaction of 2-(4-methoxyphenyl)-4-phenyl-5(4H)-oxazolone (1) with hydrazonoyl chlorides 2 under phase transfer conditions afforded 1,4-diaryl-4-(4-methoxybenzamido)-5(1H)-pyrazolone-3-carboxylic acid alkylesters 3 as the main products. Besides ethanedioic acid monoesters 2-aryl-2-(2,4-diaryl-oxazol-5-yl)hydrazides 4 and 4,4’-bis-(1,2,4-triaryl-5(1H)-imidazolones) 5 were obtained