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Synthesis 1989; 1989(10): 761-763
DOI: 10.1055/s-1989-27387
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Direct Nitration of Anilines Using Nitrocyclohexadienones

M. Lemaire* , A. Guy, P. Boutin, J. P. Guette
  • *Laboratoire de Chimie Organique, Équipe de Physicochimie Organique Appliquée associée au CNRS U.A. 1103, Conservatoire National des Arts et Métiers, 292, rue Saint-Martin, F-75141 Paris Cédex 03
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Publication Date:
02 May 2002 (online)

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Nitrocyclohexadienones (in particular, 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone) are used as reagents for the direct nitration of anilines. Depending on the conditions, good yields of C-nitroanilines are obtained. Under the same conditions, N,N-dimethylaniline is converted into N-methyl-N-nitroaniline.