Carcinogenic nitrogen compounds. Part LXX. Polycyclic naphthyridines by means of the Ullmann–Fetvadjian reaction

Abstract

The Ullmann–Fetvadjian condensation of arylamines with β-naphthol and paraformaldehyde has been successfully applied to 5-amino-2-methoxypyridine and 3-aminoquinoline, cyclisation taking place at positions 6 and 4, respectively, to give 10-methoxynaphtho[2,1-b][1,5]naphthyridine and benzo[f]naphtho[2,1-b][1,7]naphthyridine; 4-hydroxycoumarin gave with 5-amino-2-methoxypyridine and with 4-amino-2-methylquinoline the corresponding benzopyranonaphthyridines.