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Updated: Jun 5, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
3-(2-Benzamido-phen-yl)-4-(4-hydroxy-phen-yl)-5-methyl-4H-1,2,4-triazol-1-ium chloride
Abstract:
In the mol-ecule of the title compound, C(22)H(19)N(4)O(2) (+)·Cl(-), the 1,2,4-triazole ring is oriented at dihedral angles of 75.57 (14), 53.23 (13) and 68.11 (13)° with respect to the benzamide, aniline and phenol atomatic rings, respectively. An intra-molecular C-H⋯O hydrogen bond results in the formation of a non-planar ten-membered ring. In the crystal structure, inter-molecular O-H⋯Cl and N-H⋯Cl hydrogen bonds link the mol-ecules. There is a C-H⋯π contact between the methyl group and the phenyl ring, and a π-π contact between the hydroxy-phenyl and phenyl rings [centroid-centroid distance = 4.687 (2) Å].
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