1H and 13C NMR spectral assignments and x-ray crystallography of n-(3-(1h-imidazol-1-yl)propyl)-2-phenylquinazolin-4-amine

Abstract

N-(3-(1H-Imidazol-1-yl)propyl)-2-phenylquinazolin-4-amine (2) was obtained by nucleophilic substitution of 1-(3-aminopropyl)-imidazole over 4-chloro- 2-phenylquinazoline (1) with DMF/TEA at room temperature. The precursor and product were characterized by NMR spectroscopy. The structure of the title compound was confirmed by X-ray diffraction methods. The quinazoline fragment (2) is essentially planar and makes a dihedral angle of 66.35° with the imidazole plane. In the crystal packing the molecules are associated by two strong intermolecular NH····N hydrogen bonds with graph-set motif R22(16). These pairs are linked by two π-π interactions.