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Updated: Aug 22, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
6-Nitro-2,3-bis-(thio-phen-2-yl)quinoxaline.
Jorge F de Freitas1, Shayne Brown1, James S Oberndorfer1
1Department of Chemistry & Biochemistry, Central Connecticut State University, 1619 Stanley Street, New Britain, CT 06053, USA.
Researchers synthesized a novel compound, C16H9N3O2S2, using a condensation reaction. Structural analysis revealed specific dihedral angles between its thienyl and quinoxaline units, indicating distinct molecular geometry.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Quinoxaline derivatives are important heterocyclic compounds with diverse applications.
- Thiophene-containing molecules exhibit unique electronic and structural properties.
Purpose of the Study:
- To synthesize a novel compound containing both quinoxaline and thienyl moieties.
- To elucidate the molecular structure and conformation of the synthesized compound.
Main Methods:
- Condensation reaction in refluxing acetic acid.
- Single-crystal X-ray diffraction analysis to determine molecular structure.
Main Results:
- Successful synthesis of the target compound with chemical formula C16H9N3O2S2.
- Structural determination revealed one thienyl ring nearly coplanar with the quinoxaline unit (dihedral angle = 3.29°).
- The second thienyl ring exhibited a significant dihedral angle of 83.96° relative to the quinoxaline unit.
Conclusions:
- The synthesized compound possesses a unique three-dimensional structure with distinct orientations of its aromatic rings.
- The findings provide insights into the structure-property relationships of novel quinoxaline-thiophene hybrid molecules.
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