SYNTHESIS AND COMPLETE NMR SPECTRAL ASSIGNMENTS OF NEW BENZYLAMINO COUMARIN DERIVATIVE

  • Vidoslav Dekić Faculty of Sciences, University of Priština - Kosovska Mitrovica, Kosovska Mitrovica, Serbia
  • Niko Radulović Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Niš, Serbia
  • Milenko Ristić Faculty of Sciences, University of Priština - Kosovska Mitrovica, Kosovska Mitrovica, Serbia
  • Biljana Dekić Faculty of Sciences, University of Priština - Kosovska Mitrovica, Kosovska Mitrovica, Serbia
  • Novica Ristić Faculty of Sciences, University of Priština - Kosovska Mitrovica, Kosovska Mitrovica, Serbia
Keywords: Coumarins, Synthesis, Spectral analysis, 1H NMR, 13C NMR, 2D NMR

Abstract


This research involves the reaction of 4-chloro-3-nitrocoumarin and (4-methoxyphenyl)methanamine, whereby a novel coumarin derivative 4-[(4-methoxybenzyl) amino]-3-nitro-2H-chromen-2-one was obtained in good yield. The reaction was carried out in ethyl acetate, in the presence of triethylamine. Also, a detailed spectral analysis of a new coumarin derivative is presented. Resonance assignment was achieved using one- (1H NMR and 13C NMR) and two-dimensional NMR techniques (1H-1H-COSY, NOESY, HSQC, and HMBC). The NOESY correlations of protons from arylamino substituent and coumarin core indicate their spatial orientation.

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Published
2020/06/17
Section
Original Scientific Paper