Potential Antimalarials. VII. Di-Mannich Bases of 4-[(7'-Trifluoromethylquinolin-4'-yl)-Aminophenol and 4-(7'-Bromo-1',5'-naphthyridin-4'-yl)]-aminophenol via 4-Nitrophenols

Abstract

A series of di-Mannich bases have been prepared from 4-nitrophenol and paraformaldehyde with dimethylamine, diethylamine, dipropylamine, N- (2′-hydroxyethyl)methylamine, piperidine , 3- and 4-methylpiperidine, 3,5-dimethylpiperidine or pyrrolidine. These nitro compounds were reduced catalytically to the corresponding 4-aminophenols, which reacted with 4-chloro- 7-trifluoromethylquinoline and 7-bromo-4-chloro- 1,5-naphthyridine to give the required di-Mannich bases of 4-(7′- trifluoromethylquinolin-4′-yl)- and 4-(7′-bromo-1′,5′-naphthyridin-4′-yl)-aminophenol.