Die Struktur einer stabilen dipolaren Verbindung aus 2,2-Dimethyl-3-dimethylamino-2H-azirin und Benzoylisothiocyanat. Vorläufige Mitteilung

Structure of a Stable Dipolar Compound from 2,2-Dimethyl-3-dimethylamino-2H-azirine and Benzoylisothiocyanate. Benzoylisothiocyanate and 2,2-dimethyl-3-dimethylamino-2H-azirine ( 1 ) react to given the dipolar compound 4,4-dimethyl-2-thiazolin-5-dimethylimminium-2-benzcarboxamidate ( 2 ), whose structure has been proved by X-ray analysis. Compound 2 , upon addition of water, yields the thiourea derivative 3 , whereas by acid catalyzed hydrolysis the thiazolinone derivative 4 is formed. The dipolar structure 2 is also existent in organic solvents like dimethylsulfoxide or chloroform.