Catalyst-and organic solvent-free synthesis, structural, and theoretical studies of 1-arylidenamino-2,4-disubstituted-2-imidazoline-5-ones

Results in Chemistry

Mohamed M. Azab¹  Alaa S. Amin²  Lamees Hegazy³  Wessam Saaed³  Nigam P. Rath³  Bahaa Elgendy⁴  Mohamed Elagawany⁵ 

[1] Center for Clinical Pharmacology, Washington University School of Medicine and St. Louis College of Pharmacy, St. Louis, MO 63110, USA;Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Damanhour University, Damanhour, Egypt;Chemistry Department, Faculty of Science, Benha University, Benha 13518, Egypt;Department of Chemistry and Biochemistry and Center for Nanoscience, University of Missouri- St. Louis, St. Louis, MO 63121-4400, USA;Department of Pharmaceutical and Administrative Sciences, St. Louis College of Pharmacy, St. Louis, MO 63110, USA;

关键词: Solvent-free;    Imidazolinone;    Cyclization reactions;    Single crystal;    DFT method;   

DOI  :  

来源: DOAJ

【 摘 要 】

We have developed a solvent- and catalyst-free cyclization reaction for the synthesis of 1-arylidenamino-2,4-disubstituted-2-imidazoline-5-ones under neat conditions. The new synthetic procedure is efficient and green in nature. All synthesized compounds were obtained in good yields (70–78%) and have been characterized by 1H and 13C NMR spectroscopy. The structure of compound 2d was characterized crystallographically using a single crystal X-Ray diffractometer. Compound 2d was found to crystallize in the triclinic space group P-1 with Z = 2. Moreover, the Frontier Molecular Orbitals (FMOs), the global chemical reactivity descriptors, and the molecular Electrostatic Potential (MEP) of 2d have been calculated at B3LYP/6-31G(d,p) level of theory.

【 授权许可】

Unknown