Abstract
3-Aminoquinoline and 3-aminoquinoline 1-oxide were derived to 3-azidoquinoline and 3-azidoquinoline 1-oxide (VIII) via the respective hydrazino compounds. 5-Azidoquinoline 1-oxide (XX) was similarly prepared.
2-Azidoquinoline 1-oxide (XV) was obtained by oxidation of 2-chloroquinoline with 30% hydrogen peroxide in monochloroacetic acid or trifluoroacetic acid to its 1-oxide (XI) and its reaction with sodium azide, though in a minute amount. Recrystallization of (XV) from benzene gave 2-aminoquinoline 1-oxide. The azide group in (VIII) and (XX) has little activity and its properties are similar to that of aromatic azide compounds.
