FT‐IR, FT‐Raman and DFT calculations of 3‐{[(4‐fluorophenyl)methylene]amino}‐2‐phenylquinazolin‐4(3H)‐one

Abstract

Fourier transform (FT)-Raman and Fourier transform infrared (FT-IR) spectra of 3-{[(4-fluorophenyl)methylene]amino}-2-phenylquinazolin-4(3H)-one were recorded and analyzed. The vibrational wavenumbers of the title compound were computed using the B3LYP/6-31G * basis and compared with the experimental data. The prepared compound was identified by NMR and mass spectra. The simultaneous IR and Raman activation of the C=O stretching mode shows a charge transfer interaction through a π -conjugated path. The first hyperpolarizability and infrared intensities are reported. The assignments of the normal modes are done by potential energy distribution (PED) calculations.

Ab initio and density functional theory studies on vibrational spectra of 3-{[(4-methoxyphenyl)methylene]amino}-2-phenylquinazolin-4(3H)-one

“…The band observed at 1119 (DFT) cm -1 is assigned to the υN15-N16 mode. The N-N stretching mode is reported at 1093 cm -1 experimentally for quinzoline derivatives [18].…”

“…The calculated value is 1690 cm -1 . For similar quinazoline derivatives [17,18] the υC=O mode is reported at 1652, 1673 cm -1 in the IR spectrum and at 1656, 1661 cm -1 in the Raman spectrum. The deformation bands of the C=O group are also identified ( Table 1).…”

“…For conjugated azines the υC=N mode is reported [32] at 1553 cm -1 . We have reported the υC=N mode at 1662, 1652, 1588, 1546 cm -1 in the IR spectrum, 1656 cm -1 in Raman spectrum and at 1669, 1646, 1584, 1561, 1535 cm -1 theoretically [17,18].…”

“…In the present case, the υC14-N15 and υC11-N15 stretching bands are observed at 1308, 1110 cm -1 in the IR spectrum and at 1108 cm -1 in the Raman spectrum, and at 1297, 1104 cm -1 theoretically. For similar quinzoline derivatives, the C-N stretching modes are reported at 1109, 1232, 1246, 1273, 1283 cm -1 in the IR spectrum, 1243, 1250, 1286, 1295 cm -1 in the Raman spectrum and at 1110, 1119, 1235, 1240, 1248, 1257, 1283, 1288 cm -1 theoretically [17,18]. υN-N has been reported at 1115 cm -1 by Crane et al [34] at 1121 cm -1 by Bezerra et al [35] and at 1130 cm -1 by El-Behery and El-Twigry [36].…”

“…Sawunyama and Bailey [16] have reported the quantum mechanical study of the competitive hydration between protonated quinazoline and Li + , Na + and Ca 2+ ions. The authors have reported the vibrational spectroscopic and theoretical calculations of certain quinazoline derivatives [17,18]. Nonlinear optics deals with the interaction of applied electromagnetic fields in various materials to generate new electromagnetic fields, altered in wavenumber, phase, or other physical properties [19].…”