3-(1-Adamantyl)Furazans

The reactivity of 3-(1-adamantyl)-4-aminofurazan was studied. Upon treatment with oxidizing reagents the amino group is oxidized to azo, azoxy, and nitro groups. The nitration of 3-(1-adamantyl)-4-aminofurazan with nitric acid provided the corresponding nitroamine. The reaction of 3-(1-adamantyl)-4-nitrofurazan with nitrating and bromination agents takes place at the bridgehead position of the adamantane fragment and gives the corresponding nitroxyl and bromo derivatives. An X-ray structural analysis of 4,4'-di(1-adamantyl)azofurazan was undertaken.