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-...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2013-12, Vol.49 (9), p.1358-1369
Main Authors: Sheremetev, A. B., Kozeev, A. M., Aleksandrova, N. S., Struchkova, M. I., Suponitsky, K. Yu
Format: Article
Language:English
Subjects:
Chemical tests and reagents
Chemistry
Chemistry and Materials Science
Nitration
Organic Chemistry
Pharmacy
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Summary: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-013-1385-z