Pharmaceuticals (Jun 2012)

a-Anilinoketones, Esters and Amides: A Chemical Study

  • Lara I. Fakhouri,
  • Amjad M. Qandil

DOI
https://doi.org/10.3390/ph5060591
Journal volume & issue
Vol. 5, no. 6
pp. 591 – 612

Abstract

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A group of a-anilinoketones, 2-aminoalcohols, a-anilinoesters and a-anilinoamides were successfully synthesized and characterized by NMR spectroscopy and mass spectrometry. The yields were, in general, moderate to good (up to 75.4%), except for the a-anilinoesters (16.9–35.6%). The a-halocarbonyl starting materials showed different chemical reactivities. a-Haloketones and a-chloroacetates afforded monoalkylation, while small a-chloroamides afforded dialkylation. Finally, NMR spectroscopy revealed interesting structural features about the 2-aminoalcohols and diphenylamides.

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