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Updated: May 24, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
N'-[(2Z)-4-Oxo-4-phenyl-but-2-en-2-yl]pyridine-4-carbohydrazide
Abstract:
There are significant twists in the title compound, C(16)H(15)N(3)O(2), as seen in the dihedral angle between the benzene and adjacent but-2-enal group [29.26 (4)°] and between the pyridine ring and amide group [24.79 (6)°]. A twist is also evident around the hydrazine bond [the C-N-N-C torsion angle is -138.25 (13)°]. The conformation about the ethene bond is Z. An intra-molecular N-H⋯O hydrogen bond involving the benzoyl O atom and leading to an S(6) motif is formed. Significant delocalization of π-electron density is found in this part of the mol-ecule. In the crystal, helical supra-molecular chains aligned along the b axis and mediated by N-H⋯O hydrogen bonds are formed.
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