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

Authors
Publisher
American Chemical Society
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Keywords
  • Organic Chemistry

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.

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