ChemInform Abstract: Synthesis of Benzo[f]quinoline Derivatives by Condensation of Arylmethylene-2-naphthylamines with Ethyl Acetoacetate.
Abstract
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ChemInform Abstract
Condensation of title arylmethylenenaphthylamines (I) with acetoacetate (II) proceeds smoothly in the presence of catalytic amounts of HCl to give ethoxycarbonylmethyl-substituted benzo[f]quinolines (III) in moderate yields. The corresponding salts (IV) undergo decarboxylation during acidification with mineral acids. The N-methylbenzoquinolinium salts (VII), potential novel antiviral agents, are obtained on N-methylation with dimethyl sulfate. All compounds prepared are characterized by means of NMR spectroscopy.