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Updated: Jun 1, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
2-[(E)-(2-Morpholinoeth-yl)iminiometh-yl]-4-nitro-1-oxocyclo-hexa-dienide
Abstract:
The mol-ecule of the title compound, C(13)H(17)N(3)O(4), exists as a zwitterion, with the H atom of the phenol group being transferred to the imine N atom. The C=O, C(Ar)-C(Ar) and C-N bond lengths are in agreement with the oxocyclo-hexa-dienide-iminium zwitterionic form. A strong intra-molecular N(+)-H⋯O hydrogen bond generates an S(6) ring motif. The morpholine ring adopts a chair conformation. In the crystal, mol-ecules are linked into centrosymmetric dimers by inter-molecular N-H⋯O hydrogen bonds. In addition, C-H⋯O hydrogen bonds and very weak C-H⋯π inter-actions are observed.
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