The Syntheses of Heterocyclic Compounds by the Ternary Condensation of Malononitrile, Salicylaldehyde, and Aliphatic Ketones in the Presence of Ammonium Acetate

Abstract

Abstract Various 2-amino-6-alkyl (or 5,6-dialkyl)-4-aryl-4,5-dihydronicotinonitriles (1) were readily prepared by the ternary condensation of malononitrile, salicylaldehyde (or 3-methoxysalicylaldehyde), and aliphatic ketones in the presence of ammonium acetate. The resulting 1 was transformed into the corresponding 3-carbamoyl derivatives (3) via their 2-acetamino derivatives (2). In addition, the reaction of 3 with acetic anhydride led to [2,3-d]pyridopyrimidine derivatives (4).