Synthesis, X-ray crystallography, DFT study of 5-chloro-2-((2-methyl-6-(trifluoromethyl)pyrimidin-4-yl)oxy)aniline, and its antifungal activity

Abstract

Abstract A novel trifluoromethyl-pyrimidine derivative, 5‑chloro‑2‑((2‑methyl‑6‑(trifluoromethyl) pyrimidin‑4‑yl)oxy)aniline, was synthesized and structurally confirmed through 1H NMR, 13C NMR, FT-IR and high-resolution mass spectrometry (HRMS). The density functional theory (DFT)/B3LYP method with a 6-311 + G (2d,p) basis set was adopted to execute the title compound’s molecular structure conformational analysis. The calculated optimal structure was consistent with the crystal structure obtained from X-ray single-crystal diffraction. Furthermore, calculations of the frontier molecular orbital and molecular electrostatic potential surface maps were carried out to acquire more information. In addition, the title compound exhibited promising antifungal efficacy, highlighting its potential as a new fungicide candidate.