Collect. Czech. Chem. Commun. 1997, 62, 769-780
https://doi.org/10.1135/cccc19970769

Reaction of Pyrylium Salts with Nucleophiles. Part 24.New Mono- and Bispyridinium Salts with a Central 2,5-Diaryloxazole Group

Iosif Schiketanza, Daniela Istratia, Calin Deleanub, Constantin Draghicib and Alexandru T. Balabana,*

a Department of Organic Chemistry, Polytechnic University, Splaiul Independentei 313, 77207 Bucharest, Roumania
b Center of Organic Chemistry of the Roumanian Academy, Splaiul Independentei 202B, Bucharest, Roumania

Abstract

Reduction of nitro substituted 2,5-diaryloxazoles with hydrazine hydrate and Raney nickel affords in good yield 2,5-diaryloxazoles having amino group(s) on the aryl ring(s) . The reaction of 2,4,6-trisubstituted pyrylium perchlorates with mono- and diamino-2,5-diaryloxazoles yields new mono- and bispyridinium perchlorates with a central 2,5-diaryloxazole group. Their electronic, 13C NMR and 1H NMR spectra are presented and discussed.

Keywords: Pyrylium salts; Pyridinium salts; Oxazoles.