ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Reactions of substituted N-(5-nitro-2-furfuryl)anilines
R. Mocelo and J. Kováč
Department of Organic Chemistry, Faculty of Chemistry, University of Havana
Abstract: Nitrosation of substituted 7V-(5-nitio-2-furfuryl)anilines gave the corresponding N-nitroso derivatives, which in the conditions of Fischer—Hepp
rearrangement suffered anomalous denitrosation to chlorides of the starting
compounds. Low reactivity of NH group of anilines precluded its acylation,
benzoylation, using acetic anhydride and benzoyl chloride, respectively.
Azo-coupling with diazonium salts proceeded in position 4 of the benzene
ring, in case of more reactive 4-nitrobenzenediazonium chloride even N-diazo derivative was formed.
Full paper in Portable Document Format: 425a665.pdf
Chemical Papers 42 (5) 665–675 (1988)