Abstract
Quinazolinones and their derivatives are an important class of broad-spectrum pharmacodynamic groups with a wide range of pharmacological activities. We designed and synthesized the new 4-(2-chlorobenzyl)imidazole[1,2-a]quinazolin-5(4H)-one compound and used 1H and 13C NMR, FTIR spectroscopy and MS to determine its structure. In addition, the structure of the single crystal is confirmed using X-ray diffraction. The optimal structure of the compound is calculated by DFT using the B3LYP functional group (based on 6-311G(2d,p)) and compared with the structure determined by X-ray diffraction. The results show that the crystal structure determined by X-ray diffraction is consistent with the molecular structure optimized using DFT.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
N. P. Mclaughlin and P. Evans. J. Org. Chem., 2010, 75(2), 518-521.
L. H. Shao, Y. Y. Gan, L. Q. Zhang, Z. C. Wang, and G. P. Ouyang. Chem. Bull., 2019, 82, 779.
X. Q. Zhao, F. Li, W. P. Zhuang, X. W. Xue, Y. Y. Lian, J. H. Fan, and D. S. Fang. Org. Process Res. Dev., 2010, 14, 346.
M. C. Hao, X. Z. Yin, H. Wang, L. Xuy, and J. H. Dong. Chin. J. Med. Chem., 2007, 17, 368.
P. Y. Xu and Z. W. Chen. Chin. J. Synth. Chem., 2016, 24, 824.
J. B. Peng, H. Q. Geng, W. Wang, X. X. Qi, J. Ying, X. F. Wu, J. Catal., 2018, 365, 10.
A. P. Vande, V. L. Elliott, S. Chang, F. J. Lpoezruiz, S. J and. Marcroft, and A. Idnurm. PloS One, 2017, 12, e0188106.
N. A. Sojitra, R. B. Dixit, R. K. Patel, J. P. Patel, and B. C. Dixit. J. Saudi Chem. Soc., 2016, 20, S29.
X. Q. Li, Y. Y. Meng, J. Gan, W. Li, Y. Y. Qi, K. Tian, G. P. Ouyang, and Z. C. Wang. J. Heterocycl. Chem., 2018, 55, 1382.
M. Savina, D. Monica, F. Marco, I. Josè. H. Martin, P. Marcoi, P. Silvia, M. Jesus, R. Michael, and S. Vincenzo. Bioorg. Med. Chem., 2010, 18, 2836-2848.
J. S. Zhao, P. Jin, N. Xi, and D. D. Wei. Chin. J. Struct. Chem., 2017, 36, 937-942.
W. Y. Lin, F. Yang, A. N. Duan, W. W. You, and P. L. Zhao. Chin. J. Struct. Chem., 2018, 37, 1557-1562.
A. V. Ivachtchenko, P. M. Yamanushkin, and O. D. Mitkin. Mendeleev Commun., 2010, 20, 111-112.
A. V. Ivashchenko, P. M. Yamanushkin, and O. D. Mitkin. Pharm. Chem. J., 2011, 45, 261-266.
M. J. Minch. J. Chem. Educ., 1999, 76, 759.
B. J. Deppmeier, A. J. Driessen, T. S. Hehre, W. J. Hehre, J. A. Johnson, P. E. Klunzinger, J. M. Leonard, I. N. Pham, W. J. Pietro, and J. Yu. J. Am. Chem. Soc., 2005, 127, 5322-5323.
Y. Liu, Y. L. Zhao, Q. Ren, Z. X. Zhou, and H. F. Chai. J. Mol. Struct., 2020, 1208, 127869.
D. L. Luo, L. L. Ma, Z. X. Zhou, and Z. Y. Huang. J. Mol. Struct., 2019, 1198, 126857.
L. Li, T. Cai, Z. Wang, Z. Zhou, and Y. Geng. Spectrochim. Acta, Part A, 2014, 120, 106-118.
Funding
This work was supported by the Guizhou Provincial Natural Science Foundation ([2020]1Y393) and the Guizhou University of Traditional Chinese Medicine 2018 annual academic new seedling cultivation and innovation exploration special project cultivation project plan (Qiankehe platform talent [2018]5766-14).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare that they have no conflict of interests.
Additional information
Text © The Author(s), 2021, published in Zhurnal Strukturnoi Khimii, 2021, Vol. 62, No. 8, pp. 1372-1379.https://doi.org/10.26902/JSC_id78526
Supplementary material
Rights and permissions
About this article
Cite this article
Liu, Y., Zheng, Z., Deng, H. et al. SYNTHESIS AND CHARACTERIZATION OF A NEW COMPOUND 4-(2-CHLOROBENZYL)IMIDAZO[1,2-a] QUINAZOLIN-5(4H)-ONE: DFT STUDY, CRYSTAL STRUCTURE, MEP, AND HOMO–LUMO VALUES. J Struct Chem 62, 1285–1292 (2021). https://doi.org/10.1134/S0022476621080163
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0022476621080163