Synthesis and complete NMR spectral assignments of new benzylamino coumarin derivative

Dekić, Vidoslav • Radulović, Niko • Ristić, Milenko • Dekić, Biljana • Ristić, Novica

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.

Funding

Ministry of Education, Science and Technological Development of Serbia [Project No. 172061].
Ministry of Education, Science and Technological Development of Serbia [Project No. 45022].