SYNTHESIS, SPECTROSCOPIC CHARACTERIZATION AND X-RAY ANALYSIS OF 6-NITROQUINAZOLINE-2,4(1H,3H)-DIONE

Abstract

In this work, 6-nitroquinazoline-2,4(1H,3H)-dione was obtained in two step with good yields using a facile synthetic method. Its structure was characterized by X-ray single crystal diffraction technique (XRD), IR, 1D-NMR (¹H-NMR and 13C-NMR) and 2D-NMR (H-H COSY and H-C HMBC) spectroscopy. All N and O carbonyl atoms are involved in hydrogen bonding, with an average HˑˑˑO distance of 1.89(2) Å and N-HˑˑˑO angles in the range 169.5(2)-177.2(2)°. In the crystal packing the molecules are associated by two strong intermolecular N-H-O hydrogen bonds forming centrosymmetric ring with graph-set motif R²2(8), which are linked by N-HˑˑˑO hydrogen bonds.