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N ‐propylbenzoguanamine sulfonic acid‐functionalized magnetic nanoparticles: A novel and magnetically retrievable catalyst for the synthesis of 1,4‐dihydropyridine derivatives
Author(s) -
Gholami Dehbalaei Masoumeh,
Foroughifar Naser,
KhajehAmiri Alireza,
Pasdar Hoda
Publication year - 2018
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201800120
Subject(s) - chemistry , catalysis , sulfonic acid , thermogravimetry , aniline , nuclear chemistry , magnetic nanoparticles , inductively coupled plasma , nanoparticle , transmission electron microscopy , fourier transform infrared spectroscopy , infrared spectroscopy , analytical chemistry (journal) , scanning electron microscope , inorganic chemistry , polymer chemistry , chemical engineering , organic chemistry , materials science , physics , plasma , quantum mechanics , engineering , composite material
The catalytic activity of N ‐propylbenzoguanamine sulfonic acid stabilized on silica‐coated nano‐Fe 3 O 4 particles (Fe 3 O 4 /SiO 2 ‐ N ‐propyl‐benzoguanamine‐SO 3 H) were proven to be as a novel magnetic solid acid catalyst for the synthesis of 1,4‐dihydropyridine derivatives in a one‐pot pseudo‐four‐component condensation reaction of barbituric acid, aromatic aldehydes, and ammonium acetate or aniline with high yield and short reaction times. The structure and magnetic properties of the obtained nanoparticles were characterized via Fourier transform infrared spectroscopy (IR), field emission scanning electron microscopy (FE‐SEM), transmission electron microscope (TEM), energy dispersive X‐ray analysis (EDXA), X‐ray diffraction (XRD), thermogravimetry analysis (TGA), differential thermal analysis (DTA) and vibrating sample magnetometry (VSM), atomic absorption spectroscopy (AAS), and inductively coupled plasma–mass spectrometry (ICP‐MS). The results demonstrated that the average size of the synthesized magnetite nanoparticles is about 25 nm. In addition, the heterogeneous catalyst can be easily recovered magnetically and can be reused for further runs without significant loss of its catalytic activity.