Synthesis and Transformations of 4-Phosphorylated 2-Alkyl(aryl)-5-hydrazinooxazoles

Abstract

Treatment of 1-phosphorylated 2,2-dichloroethenylcarboxamides with excess hydrazine hydrate gives in high yields phosphorylated derivatives of 2-alkyl(aryl)-5-hydrazinooxazoles containing the P(O)(OCH3)2, P(O)(OC2H5)2, and P+(C6H5)3ClO4- groups in the 4-position of the ring. The presence of the hydrazine group in these oxazole derivatives was confirmed not only by the spectral data, but also by the reactions with p-toluic aldehyde, p-toluic chloride, and phenyl isothiocyanate.