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Updated: May 27, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-1-(2-Amino-phen-yl)-3-(3,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one
Abstract:
In the asymmetric unit of the title chalcone derivative, C(18)H(19)NO(4), there are three crystallographically independent mol-ecules (mol-ecules A, B and C). In mol-ecule A, the dihedral angle between two benzene rings is 12.22 (10)° and the plane of the central prop-2-en-1-one unit makes dihedral angles of 11.02 (13) and 2.64 (12)° with the two adjacent benzene rings. The corresponding angles in mol-ecule B are 12.35 (10), 18.78 (12) and 7.29 (12)°, respectively, and those in mol-ecule C are 15.40 (10), 15.62 (3) and 3.19 (13)°. In each mol-ecule, an intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal structure, the mol-ecules B are linked by inter-molecular N-H⋯O hydrogen bonds into a zigzag chain along the c axis, while the mol-ecules A and C are linked together via an N-H⋯O hydrogen bond into a dimer. Adjacent dimers are further connected by N-H⋯N hydrogen bonds into a three-dimensional network. Weak C-H⋯O and C-H⋯π inter-actions are also observed.
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