Synthesis, crystal structure, and DFT study of ethyl benzimidate and 4-phenyl-1,3,5-triazin-2-amine

Abstract

Ethyl benzimidate and 4-phenyl-1,3,5-triazin-2-amine are important intermediates for the synthesis of triazine compounds. The structure of the target compounds were confirmed using ¹H NMR, ¹³C NMR, mass spectrometry, and FT-IR spectroscopy. The precise structure of ethyl benzimidate and 4-phenyl-1,3,5-triazin-2-amine were analyzed using single-crystal X-ray diffraction. The molecular structures were further calculated using density functional theory (DFT), which were compared with the X-ray diffraction value. The results of the conformational analysis indicate that the molecular structures optimized by DFT were consistent with the crystal structures determined by single crystal X-ray diffraction. In addition, the molecular electrostatic potential and frontier molecular orbitals of the title compounds were further investigated by DFT, and some physicochemical properties of the compounds are revealed.

Keywords:

• DFT
• ethyl benzimidate
• 4-phenyl-1,3,5-triazin-2-amine
• synthesis
• X-ray diffraction

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the excellent youth project of Heilongjiang Natural Science Foundation (YQ2021H027), and the project of Cultivating Young Innovative Talents in Heilongjiang Province (UNPYSCT-2020056), and National Fund Cultivation Program of Jiamusi University (JMSUGPZR2022-004). The theoretical calculations were conducted at the ScGrid and Deepcomp 7000 the Supercomputing Center, Computer Network Information Center of Chinese Academy of Sciences.