Date Published: July 01, 2011
Publisher: International Union of Crystallography
Author(s): Mohamed Anoir Harrad, Brahim Boualy, Abdelghani Oudahmane, Daniel Avignant, Corrado Rizzoli.
The title compound, C15H15NO, which was synthesized under solvent-free conditions by the reaction of acetoacetone and 2-naphthylamine, adopts a Z conformation about the C=C bond. The enamine–ketone fragment is approximately planar [maximum deviation = 0.026 (3) Å] and forms a dihedral angle of 39.78 (3)° with the naphthalene ring system. An intramolecular N—H⋯O hydrogen bond is observed.
For our studies on the synthesis of β-enaminones and β-enamino esters, see: Harrad et al. (2010 ▶, 2011 ▶). For related structures, see: Shaheen et al. (2006 ▶); Arıcı et al. (1999 ▶).