Research Article: (Z)-4-(2-Naphthyl­amino)­pent-3-en-2-one

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.

Partial Text

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 ▶).




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