Synthesis of 9-amino- and 9-sulfanyl-substituted benzo[b]quinolizinium derivatives

Abstract

Eight substituted N-aryl-9-aminoacridizinium and four N,N-dialkyl-9- aminoacridizinium derivatives have been prepared in moderate yields by the reaction of 9-bromo- or 9-fluoroacridizinium salts with selected amines. In contrast, the reaction with primary alkylamines gives only traces of the substitution product. The reaction of 9-fluoroacridizinium bromide with thiophenol yields 9-(phenylsulfanyl)acridizinium salt. The 9-(methylsulfanyl)- acridizinium salt was prepared by the cyclodehydration of the pyridinium precursor. ©ARKAT USA, Inc.