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■ Preparation of Some Stable and Transient 1,3-Oxazolium-4-olates

Makhluf J. Haddadin* and Hana T. Tannus

*Department of Chemistry, American University of Beirut, Beirut, Lebanon

Abstract

A number of mandelanilides (6) were prepared and oxidized with barium manganate to phenylglyoxanilides (7). The latter were converted to N-benzoylphenylglyoxanilides which, upon heating with triethyl phosphite, gave the corresponding 1,3-oxazolium-4-olates (2). 1,3-Oxazolium-4-olates 2f,g,o were isolated as colored solids whereas the rest of these mesoionic compounds (Table II) showed transitory existence in solution.