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Updated: May 21, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-2-Cyano-N'-(1,2,3,4-tetra-hydro-naphthalen-1-yl-idene)acetohydrazide
Abstract:
In the title compound, C(13)H(13)N(3)O, the tetra-hydro-benzene ring adopts a half-boat (envelope) conformation. The mean plane of the tetra-hydro-naphthalene ring system forms a dihedral angle of 9.56 (6)° with the mean plane of the cyano-acetohydrazide group. In the crystal, inversion dimers linked by pairs of N-H⋯O hydrogen bonds generate R(2) (2)(8) loops. The dimers are connected by C-H⋯N hydrogen bonds into a chain propagating along [101]. The crystal packing also features C-H⋯π inter-actions.
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The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
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