Synthesis of 1-(benzothiazolylamino)phenylmethyl-2-naphthols accelerated by a novel magnetic nanocatalyst

4-(4-Propylpiperazine-1-yl)butane-1-sulfonic acid-modified silica-coated magnetic nanoparticles have been synthesized via covalent grafting of piperazine on (3-chloropropyl) triethoxysilane-functionalized magnetic nanoparticles through ring opening reaction of 1,4-butane sultone. The prepared reagen...

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Bibliographic Details
Published in:Journal of the Iranian Chemical Society 2018-07, Vol.15 (7), p.1655-1662
Main Authors: Lati, Monireh Pourghasemi, Shirini, Farhad, Alinia-Asli, Mokhtar, Rezvani, Mohammad Ali
Format: Article
Language:English
Subjects:
Aldehydes
Analytical Chemistry
Biochemistry
Catalysis
Catalytic activity
Chemical synthesis
Chemistry
Chemistry and Materials Science
Decantation
Fourier transforms
Infrared analysis
Infrared spectroscopy
Inorganic Chemistry
Nanoparticles
Naphthol
Organic Chemistry
Original Paper
Physical Chemistry
Reagents
Ring opening
Scanning electron microscopy
Silicon dioxide
Sulfonic acid
Thermogravimetric analysis
X-ray diffraction
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Summary:4-(4-Propylpiperazine-1-yl)butane-1-sulfonic acid-modified silica-coated magnetic nanoparticles have been synthesized via covalent grafting of piperazine on (3-chloropropyl) triethoxysilane-functionalized magnetic nanoparticles through ring opening reaction of 1,4-butane sultone. The prepared reagent was characterized using different types of methods, including infrared spectroscopy (FT-IR), X-ray diffraction, thermogravimetric analysis, and scanning electron microscopy. After characterization, the catalytic activity of this reagent in the preparation of 1-(benzothiazolylamino) phenylmethyl-2-naphthols via one-pot condensation of aldehydes, 2-aminobenzothiazole, and 2-naphthol was studied in the absence of solvent. All reactions were performed under mild conditions in excellent yields during short reaction times. Using this method, the catalyst can be easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused at least seven times without significant degradation in its activity.
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-018-1364-5