Study on the 4-ethoxy-2-methyl-5-(4-morpholinyl)-3(2H)-pyridazinone using FT-IR, ¹H and ¹³C NMR, UV-vis spectroscopy, and DFT/HSEH1PBE method

Abstract

In this work, the 4-ethoxy-2-methyl-5-(4-morpholinyl)-3(2H)-pyridazinone (or emarfazone, C11H17N3O3) compound, which has many biological functions, has been investigated using FT-IR, 1H and 13C NMR (in CDCl3 solvent), and UV-vis (in ethanol solvent) spectroscopic techniques. Furthermore, the optimized molecular structure, conformational analysis, vibrational frequencies and their assignments, 1H and 13C NMR chemical shift values (in gas phase and CHCl3 solvent), HOMO–LUMO, MEP (molecular electrostatic potential), NBO (natural bond orbital) analyses, and nonlinear optical (NLO) parameters of the title compound in the ground state have been explored by using DFT/HSEH1PBE method with the 6-311++G(d,p) basis set. The electronic absorption maximum wavelengths and oscillator strengths (in gas phase and ethanol solvent) were also obtained at TD-DFT/HSEH1PBE level. A comparison among the experimental and calculated results at the mentioned level indicates that the vibrational frequencies and maximum electronic absorption wavelengths are in good agreement with each other.

Synthesis, spectroscopy, crystal structure, TGA/DTA study, DFT and molecular docking investigations of (E)-4-(4-methylbenzyl)-6-styrylpyridazin-3(2H)-one

“…The ν(N—H) in the pyridazinone ring has been reported at 3337 cm −1 by Bahçeli et al. [77] . The corresponding signal in the title compound is observed by a sharp band of weak intensity at 3294 cm −1 in IR spectra and 3583 cm −1 in DFT.…”

“…[76] and at 1634 cm −1 by Dede et al. [77] . In this study, ν(C O) vibration of the pyridazinone ring in the molecule originates one of the strongest bands of the experimental infrared spectrum, at 1650 cm −1 for the title compound.…”

Determining Stable Structure and in Vitro Antiproliferative Properties of a Novel 3‐(2‐((4‐Trifluoromethyl)phenyl)amino)thiazol‐4‐yl)‐2H‐chromen‐2‐one Molecule

“…[10] Raman and IR spectroscopy techniques, put together with quantum chemical computations, are utilized as potent instruments in the oscillation analysis of frames. [11][12][13][14] Density functional theory (DFT) is a highly preferred calculation instruments for molecular structures, energies of molecules, and oscillation frequencies. The DFT estimations, including the hybrid exchange-correlation operational B3LYP [15][16][17] correlation operational have been verified into be plenty ascendant for vibrational inquiries on coumarin derivatives.…”

“…The IR and Raman vibrational frequencies are defined by energy, and because the oscillation energy degrees are remarkable for all molecules, these spectra furnish a “fingerprint” of a specific molecule [10] . Raman and IR spectroscopy techniques, put together with quantum chemical computations, are utilized as potent instruments in the oscillation analysis of frames [11–14] . Density functional theory (DFT) is a highly preferred calculation instruments for molecular structures, energies of molecules, and oscillation frequencies.…”