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Furazans and furazan oxides. 7. Interconversions of anthranils, benzofurazan oxides, and indazoles

Balasubrahmanyam, SN and Radhakrishna, AS and Boulton, AJ and Kan-Woon, Thoe (1977) Furazans and furazan oxides. 7. Interconversions of anthranils, benzofurazan oxides, and indazoles. In: Journal of Organic Chemistry, 42 (5). pp. 897-901.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo00425a030

Abstract

7-Nitroanthranil (1, R = R = H) and 4-formylbenzofurazan oxide (2, R = R' = H) equilibrate on heating. The latter condenses with primary amines and the resulting imines rearrange to 7-nitroindazoles (8). The corresponding 6-methoxy and 6-chloro derivatives of 1 behave similarly. Neither 5- nor 6-nitroanthranil forms an indazole on heating with aniline or other primary amines.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 13 Jan 2010 11:56
Last Modified: 19 Sep 2010 05:51
URI: http://eprints.iisc.ernet.in/id/eprint/24642

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