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Updated: Aug 22, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2,3-Di-ethyl-benzo[g]quinoxaline
1Central Connecticut State University, Department of Chemistry & Biochemistry, 1619 Stanley Street, New Britain, CT 06050, USA.
Abstract:
The title compound, C16H16N2, was synthesized by dispersing 3,4-hexa-nedione in a methanol-water solution containing the acid catalyst NH4HF2, then adding 1,2-di-aminona-phthalene. The fused-ring system of the title compound is close to planar (r.m.s. deviation = 0.028 Å); one of the pendant methyl C atoms lies close to the ring plane [deviation = 0.071 (2) Å; N-C-C-C = -0.27 (18)°] whereas the other is significantly displaced [-1.7136 (18) Å; 91.64 (16)°]. The mol-ecules pack in space group I in a distinctive criss-cross motif supported by numerous aromatic π-π stacking inter-actions [shortest centroid-centroid separation = 3.5805 (6) Å].
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