Synthesis, crystal structure, and DFT study of 1-cyclopropyl-3-(3-((1-(2-methoxyphenyl)-5-oxo-[1, 2, 4]triazolo[4,3-a]quinazolin-4(5H)-yl)methyl)phenylurea

• Published in: Molecular Crystals and Liquid Crystals Vol. 754; no. 1; pp. 113 - 131
• Main Authors: Yao, Lihong, Wu, Qingmei, Chen, Yumei, Ye, Wenjun, Wang, Sisi, Jia, Yihe, Zhou, Zhixu, Zhao, Chunshen
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 24.03.2023; Taylor & Francis Ltd
• Subjects: Crystal structure; Density functional theory; Density functional theory (DFT); Molecular orbitals; Molecular structure; NMR spectroscopy; Organic compounds; Physicochemical properties; Single crystals; synthesis; triazoloquinazolinones; X-ray crystallography analysis; X-ray diffraction
• ISSN: 1542-1406; 1563-5287; 1527-1943
• DOI: 10.1080/15421406.2022.2100964

A new triazoline-quinazolinone compound, 1-cyclopropyl-3-(3-((1-(2- methoxyphenyl)-5-oxo-[1, 2, 4]triazolo[4,3-a]quinazoline-4(5H)-yl)methyl)phenylurea, was attained by nine steps and selected the method of inverse synthetic analysis. Meanwhile, the structure of the title compound was not only certified by MS, 1 H NMR, FT-IR, and 13 C NMR spectroscopy, but the compound's single crystal was measured by X-ray diffraction. The optimized molecular crystal structure was ulteriorly determined using density functional theory (DFT), and it was compared with the value of X-ray diffraction. Furthermore, through more deeply studies by means of the molecular electrostatic potential and frontier molecular orbitals (FMOs) of compound 1, more physicochemical properties were investigated.