Abstract
Contrary to the reactions of 2-(N-methylanilino)-3-formylchromones (3) with aliphatic/aromatic primary amines, including o-phenylenediamine, which involve nucleophilic substitution at C2 and/or condensation with the 3-formyl function, the reactions of 3 with aliphatic diamines such as ethylenediamine and 1,3-diaminopropane proceed through sequential attack by both amino functions at C2 in 3. The latter reactions afford, through nucleophilic substitution of the N-methylanilino moiety followed by chromone ring opening, novel potentially biologically active, 2-(formyl-salicyl-methylidene)imidazolidines (7a-c) and 2-(formyl-salicyl-methylidene)hexahydropyrimidines (7d-f) in high yields.
Published Version
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