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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
9-(2-Chloroethylamino)acridine monohydrate and its precursor 9-phenoxyacridine
Youssif Ebead1, Artur Sikorski, Karol Krzymiński
1University of Wrocław, Faculty of Chemistry, F. Joliot-Curie 14, 50-383 Wrocław, Poland.
Abstract:
The title compounds, C15H13ClN2.H2O, (I), and C19H13NO, (II), form monoclinic crystals. Arranged in a 'head-to-tail' manner, the molecules of the amine form (I) lie along the b axis in layers that are linked by a network of hydrogen bonds involving the endocyclic N atom, the H atom at the exocyclic N atom and all the atoms of the solvent water molecule. Molecules of (II), with the phenoxy group nearly perpendicular to the acridine moiety, are arranged in pairs related by a center of symmetry and stabilized via two C-H...N contacts; the latter are linked via a network of further C-H...N contacts and non-specific dispersive interactions.
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