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Isatoic anhydride (1) reacts with ethyl ß-aminocrotonate (2 a) or acetylacetoneimine (2 b) to give 2-methyl-4-quinazolone (6). The formation of 6 can be rationalized as proceeding through the loss of ethyl acetate or acetone from the intermediate 1,2-dihydroquinazolone 5 by a retro-Claisen or retro-Aldol type elimination, respectively.

zeitschrift für naturforschung b

Notizen: Notiz über die Umsetzung von Isatosäureanhydrid mit β-Aminocrotonsäureester und Acetylacetonimin / Note on the Reaction of Isatoic Anhydride with Ethyl β-Aminocrotonate and Acetylacetone-imine