The Synthesis of Some New Imidazole and Triazole Derivatives: Crystal Structure and DFT-TDDFT Investigation on Electronic Structure

Abstract

A series of new N′-3-(1H-imidazol-1-yl)propylcarbamoyl-4-halogenebenzo hydrazonate (3a-b) were obtained by reaction Ethyl 2-((4-halogene phenyl) (ethoxy) methylene) hydrazinecarboxylate (1) and N-(3-aminopropyl)imidazole (2) at 120-140 °C. Compounds (4a-b) were obtained by the reaction compound 1 and N-(3-aminopropyl)imidazole (2) at 160-180 °C. The structures of compounds 3,4 have been inferred through UV-Vis, IR, 1 H/ 13 C NMR, mass spectrometry, elemental analyses, and X-ray crystallography. DFT level 6-31G (d) calculations provided structural information. The electronic structure of compound 3a has been studied by DFT level 6-31G (d) calculations using the X-ray data. The results are accordance with X-ray data. © Springer Science+Business Media B.V. 2009.