The synthesis of thiazolopyrazolo[4,3-d]pyrimidine trihalogenides and anomalies of their NMR spectra

Authors

  • O.V. Svalyavin
  • M.I. Svalyavin
  • A.G. Balya
  • M.Yu. Onis’ko
  • A.V. Turov
  • V.G. Lendel

DOI:

https://doi.org/10.15407/dopovidi2014.01.136

Keywords:

NMR spectra, synthesis, trihalogenides

Abstract

By the halogenic cyclization reaction of the thioesters of pyrazolo[4,3-d]pyrimidines, which contains allylic radical or its more complete homologs at the sulfur atom, trihalogenic pyrazolo[3,4-e][1,3]thiazolo[3,2-a]pyrimidine salts have been synthesized. It is discovered that, in the NMR spectra of the obtained compounds, anisochronism of the signals in pairs of ortho- and meta-protons and related carbon atoms of phenyl substituent is observed. The hypothesis is stated that the reason for the observed anomalies of NMR spectra is the magnetically anisotropic action of the anion on the phenyl substituent atoms of the cation.

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References

Meibom D., Bauser M., Meier H. et al. Heterocycles, 2009, 78: 71–76. https://doi.org/10.3987/COM-08-11482

Onisko M. Yu., Svalyavin O. V., Lendel V. G. Khimiia geterotsykl. soedinenii, 2007, No. 4: 602–604 (in Russian).

Jackson L. M., Cotton F. A. Dynamic nuclear magnetic resonance spectroscopy. New York: Acad. Press, 1975.

Jones R. G. The use of symmetry in nuclear magnetic resonance, in NMR principles and progress. In: New York: Springer. Vol. 1. 1969. https://doi.org/10.1007/978-3-662-12600-4_2

Pretsch E., Buhlmann H., Affolter C. Structure determination of organic compounds. Berlin; Heidelberg: Springer, 2000. https://doi.org/10.1007/978-3-662-04201-4

Onisko M. Yu., Svalyavin O. V., Lendel V. G. Khimiia geterotsykl. soedinenii, 2009, No. 7: 1044-1046 (in Russian).

Published

24.03.2025

How to Cite

Svalyavin, O., Svalyavin, M., Balya, A., Onis’ko, M., Turov, A., & Lendel, V. (2025). The synthesis of thiazolopyrazolo[4,3-d]pyrimidine trihalogenides and anomalies of their NMR spectra . Reports of the National Academy of Sciences of Ukraine, (1), 136–141. https://doi.org/10.15407/dopovidi2014.01.136