THE SYNTHESIS AND NMR SPECTRAL ASSIGNMENTS OF 3-NITRO-4-((6-NITROBENZOTHIAZOL-2-YL)AMINO)-2H-CHROMEN-2-ONE
Abstract
Complete assignment of the 1H and 13C NMR chemical shifts of new coumarin derivate was described in this paper. A new coumarin derivate was synthesized in good yield by reaction of 4-chloro-3-nitrocoumarin and 6-nitrobenzothiazol-2-amine in ethyl acetate in the presence of triethylamine. The complete spectral assignment was achieved using of 1D (1H and 13C NMR) and 2D (1H-1H-COSY, NOESY, HSQC and HMBC) NMR experiments.
References
Dekić, V., Dekić, B., & Radulović, N. 2013. 1H and 13C NMR spectral assignments of an amino acid-coumarin hybrid.Facta Universitatis Series: Physics, Chemistry and Technology, 11(3), pp. 101-107. doi:10.2298/fupct1301101d.
Dekić, V., Radulović, N., Vukićević, R., Dekić, B., Skropeta, D., & Palić, R. 2010. Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives. Magnetic resonance in chemistry ,48(11), pp. 896-902. pmid:20821411. doi:10.1002/mrc.2681.
El-Agrody, A.M., El-Latif, A.M.S., El-Hady, N.A., Fakery, A.H., & Bedair, A.H. 2001. Heteroaromatization with 4-Hydroxycoumarin part II: Synthesis of some new pyrano[2, 3-d]pyrimidines, [1, 2, 4] triazolo[1, 5-c] pyrimidines and pyrimido [1, 6-b]-[1, 2, 4] triazine derivatives. Molecules, 6, pp. 519-527.
El-Farargy, A.F. 1991. Synthesis and some reactions of 8-terc-butyl-6-hydroxy-4-methylcoumarin. Egyptian Journal of Pharmaceutical Sciences, 32, p. 625.
Emmanuel-Giota, A.A., Fylaktakidou, K.C., Hadjipavlou-Litina, D.J., Litinas, K.E., & Nicolaides, D.N. 2001. Synthesis and biological evalution of several 3-(coumarin-4-yl) tetrahydroisoxazole and 3-(coumarin-4-yl) dihydropyrazole derivatives. Journal of Heterocyclic Chemistry, 38, pp. 717-722.
Kaljaj, V., Trkovnik, M., & Stefanović-Kaljaj, L. 1987. Synthesis of new heterocyclocoumarins starting with 3-cyano-4-chlorocoumarin. Journal of the Serbian Chemical Society, 52(4), pp. 183-185.
Kostova, I. 2005. Synthetic and natural coumarins as cytotoxic agents. Curr Med Chem Anticancer Agents, 5(1), pp. 29-46. pmid:15720259.
Manolov, I., & Danchev, N.D. 1995. Synthesis, toxicological and pharmacological assessment of some 4-hydroxycoumarin. European Journal of Medicinal Chemistry, 30, pp. 531-536.
Murray, R.D.H., Mendez, J., & Brown, S.A. 1982. The natural coumarins: Occurance, chemistry and biochemistry.New York: Wiley & Sons.
Nofal, Z.M., El-Zahar, M., & El-Karim, A.S. 2000. Novel coumarin derivatives with expected biological activity.Molecules, 5, pp. 99-113.
O'kennedy, R., & Thornes, R.D. 1997. Coumarins: Biology, applications and mode of action.Chichester: Wiley & Sons.
Patonay, T., Litkei, G.Y., Bognar, R., Erdei, J., & Misztic, C. 1984. Synthesis, antibacterial and antifungal activity of 4-hydroxy-coumarin derivatives, analogues of Novobiocin. Pharmazie, 39, pp. 86-91.
Pratibha, S., & Shreeya, P. 1999. Synthesis, characterization and antimicrobial studies of some novel 3-arylazo-7-hydroxy-4-methyl-coumarin. Indian Journal of Chemistry, 38, pp. 1139-1142.
Raev, L., Voinov, E., Ivanov, I., & Popov, D. 1990. Antitumor activity of some coumarin derivatives. Pharmazie, 45, pp. 696-698.
Shaker, R.M. 1996. Synthesis and reactions of some new 4H-pyrano [3, 2-c] benzopyran-5-one derivatives and their potential biological activities. Pharmazie, 51, pp. 148-151.
Zahradnik, M. 1992. The production and application of fluorescent brightening agents.Chichester: Wiley & Sons.
Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.