Abstract The synthesis of N-oxides of 8-aminoquinolines related to primaquine has been explored in an effort to obtain a less toxic, curative, antimalarial drug. Several side chain N- oxide analogs (2b, 3b) were prepared as well as the ring N-oxide of primaquine with both amines trifluoroacetylated (13). All attempts to deblock this material failed. Trifluoroacetylation of primaquine also yielded the novel acyl analog 12 which had ...