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Updated: Jun 5, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-(7,8-Diphenyl-1H-imidazo[4,5-f]quinoxalin-2-yl)phenol methanol disolvate
Abstract:
The title compound, C(27)H(18)N(4)O·2CH(4)O, is a unsymmetrically substituted quinoxaline. An intra-molecular O-H⋯N hydrogen bond involving the hydr-oxy and imino groups generates an S(6) ring motif. Inter-molecular C-H⋯O and N-H⋯O hydrogen bonds form an R(2) (1)(7) ring motif involving a methanol O atom and two H atoms of the imidazole and benzene rings, respectively. The latter links neighbouring mol-ecules into one-dimensional extended chains along the a axis. The two benzene rings are inclined towards each other, as indicated by the dihedral angle of 52.13 (10)°. The phenol ring is almost coplanar with the basic quinoxaline unit, making a dihedral angle of 2.43 (6)°. The short distances between the centroids of the five- and six-membered rings prove the existence of π-π inter-actions [centroid-centroid distances = 3.5234 (9)-3.7885 (10) Å]. The crystal structure is stabilized by intra-molecular O-H⋯N, inter-molecular O-H⋯O, N-H⋯O and C-H⋯O (× 2) hydrogen bonds and weak inter-molecular C-H⋯π and π-π inter-actions.
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