Synthesis of N-(3- and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst |
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Authors: | Milutin M Milosavljevi? Goran D Vukovi? Aleksandar D Marinkovi? Radoslav Aleksi? and Petar S Uskokovi? |
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Institution: | (1) Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, P. O. Box 3503, 11120 Belgrade, Serbia;(2) Economics Institute, Kralja Milana 16, 11000 Belgrade, Serbia;(3) Faculty of Technology and Metallurgy, Nanotechnology and Functional Materials Centre, University of Belgrade, Karnegijeva 4, P. O. Box 3503, 11120 Belgrade, Serbia; |
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Abstract: | Abstract Twelve N-(3- and 4-substituted phenyl)-O-isobutyl thionocarbamates, eight of which are novel, were synthesized from O-isobutyl xanthate and 3- and 4-substituted anilines in the presence of a nano-platinum aminophenyl modified multi-walled
carbon nanotube catalyst. The nano-Pt catalyst was prepared on a carbon nanotube support modified by diazotization, nitro
group reduction, and subsequent microwave-assisted nano-Pt precipitation. The catalyst was characterized by Fourier transform
infrared (FT-IR) spectroscopy, elemental analysis, thermogravimetric analysis, and transmission electron microscopy. The nano-platinum/modified
carbon nanotube catalyst was compared with a commercial Pt/active carbon catalyst in terms of product purity and yield. The
results obtained by the use of the catalysts were additionally compared with those obtained by reaction of sodium isobutyl
xanthogenacetate and 3- and 4-substituted anilines. Full structure characterization of the synthesized N-(substituted phenyl)-O-isobutyl thionocarbamates was achieved using FT-IR, 1H and 13C NMR, and mass spectrometric methods, and their purity was proved by elemental analysis and gas chromatography. The new catalytic
method offers advantages over the commercial method, such as higher yields and no product purification is required, thus conforming
to the principles of ecologically friendly syntheses. |
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