TRANSFORMATIONS OF COUMARINS ACCOMPANIED BY INTERMEDIATE OPENING AND RECYCLIZATION OF THE LACTONE RING. 3. STUDY OF THE REACTIONS OF 3-ETHOXY- CARBONYLCOUMARINS WITH CYANOACETYLHYDRAZINES BY NMR SPECTROSCOPY

Authors

  • Н. П. Соловьева D. Mendeleev University of Chemical Technology of Russia
  • В. Д. Димитрова Center for Drug Chemistry All-Union Research Chemical-Pharmaceutical Institute
  • М. П. Немерюк Center for Drug Chemistry All-Union Research Chemical-Pharmaceutical Institute
  • О. С. Анисимова D. Mendeleev University of Chemical Technology of Russia
  • А. Л. Седов D. Mendeleev University of Chemical Technology of Russia
  • В. Ф. Травень Center for Drug Chemistry All-Union Research Chemical-Pharmaceutical Institute

DOI:

https://doi.org/10.1007/2778

Keywords:

cyanoacetylhydrazine derivatives, 3-ethoxycarbonylcoumarin, coumarin lactone ring opening and recyclization, Michael reaction, 1H NMR spectroscopy

Abstract

The reaction of 3-ethoxycarbonylcoumarin with derivatives of cyanoacetylhydrazine directly in the sample tube of the NMR spectrometer was investigated by 1H NMR spectroscopy. The structure of the components of the reaction mixtures was established, and their relative concentrations at the various stages of the reaction were estimated. The sequence of processes occurring in the reactions was analyzed. Both the general characteristics and the differences in the course of the reaction with cyanoacetylhydrazine or its N-isopropylidene derivative as second component were established.

How to Cite
Solov'eva, N. P.; Dimitrova, V. D.; Nemeryuk, M. P.; Anisimova, O. S.; Sedov, A. L.; Traven, V. F. Chem. Heterocycl. Compd. 2010, 46, 37. [Khim. Geterotsikl. Soedin. 2010, 44.]

For this article in the English edition see DOI 10.1007/s10593-010-0467-4

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Published

2015-11-25

Issue

No. 1 (2010)

Section

Original Papers