2-Oxo-4H-imidazolium-1-acetamidate, neue stabilisierte Dipole aus Aminoazirinen und NH-aciden Heterocyclen

Abstract

3-Dimethylamino-2,2-dimethyl-2H-azirine (1) and 5-trifluoromethyl-1,3,4- oxadiazol-2(3H)-on (9) in 2-propanol react already at room temperature to give the dipolar compound 10 in reasonable yield (Scheme 4). The structure of this stabilized azomethin imine has been elucidated by X-ray crystallography (Fig. 1). Dipoles of type 10 have been postulated previously as intermediates in some reactions of aminoazirines with NH-acidic heterocycles.