In a study of quinoline syntheses, 7-amino-5-acetyl-8-hydroxyquinoline was desired. On treating the corresponding nitroso compound either with stannous chloride and hydrochloric acid or with iron powder and dilute alcohol in the presence of a trace of hydrochloric acid, owing to side reactions, presumably, the anticipated amino compound was formed only in a poor yield, whereas the nitroso compound, on reduction by iron powder and dilute ...
