N-(nitrophenyl) benzamide and benzenesulfonamide derivatives by nucleophilic aromatic substitution

RA Bunce, CL Smith, CL Knight

Index: Bunce, Richard A.; Smith, Christopher L.; Knight, Christopher L. Organic Preparations and Procedures International, 2004 , vol. 36, # 5 p. 482 - 487

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Abstract

Finally, we attempted to extend this reaction to add non-aromatic amides to 2-fluoro- lnitrobenzene. In the case of acetamide, the reaction proceeded, but yields were lower (30- 40%) and there were more side products generated-2-nitrophenol from water present in the amide and N, N-dimethyl-2-nitroaniline from dimethylamine produced on extended heating of DMF. More hindered aliphatic amides, such as N-methylacetamide, gave negligible ...

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