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Updated: Jun 1, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
14-(1,3-Benzodioxol-5-yl)-7,14-dihydro-dibenzo[a,j]acridine
Abstract:
The title compound, C(28)H(19)NO(2), was synthesized by the reaction of 1,3-benzodioxole-5-carbaldehyde with naphthalen-2-amine catalyzed by thio-salicylic acid in acetic acid. The central dihydropyridine ring adopts a boat conformation. The two planar (r.m.s. deviations = 0.0158 and 0.0552 Å) bicyclic parts make a dihedral angle of 16.16 (5)° with respect to each other. The crystal packing is stabilized by inter-molecular N-H⋯O hydrogen bonds and C-H⋯π inter-actions.
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