CONVERSIONS OF 7-ARYL-7<i>H</i>-PYRAZOLO[3,4-<i>d</i>][1,2,3]TRIAZIN-4-OLS BY THE ACTION OF PHOSPHORUS PENTOXIDE, PENTASULFIDE, AND OXYCHLORIDE

Authors

  • Б. М. Хутова Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine
  • С. В. Ключко Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine
  • А. О. Гуренко Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine
  • А. Н. Василенко Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine
  • А. Г. Баля Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine
  • Э. Б. Русанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • В. С. Броварец Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/1023

Keywords:

phosphorus pentoxide, phosphorus pentasulfide, phosphorus oxychloride, pyrazolooxazines, pyrazolothiazines, pyrazolotriazines

Abstract

The interaction of 7-aryl-7H-pyrazolo[3,4-d][1,2,3]triazin-4-ols with phosphorus pentoxide or pentasulfide leads to the formation of 6-(5-amino-1-aryl-1H-pyrazol-4-yl)-1-aryl-1H,4H-pyrazolo[3,4-d][1,3]oxazin-4-ones and 6-(5-amino-1-aryl-1H-pyrazol-4-yl)-1-aryl-1H,4H-pyrazolo[3,4-d][1,3]thiazine-4-thiones, respectively. Reaction with phosphorus oxychloride leads to 1-aryl-5-chloro-1H-pyrazole-4-carbonyl chlorides, from which the corresponding amides, hydrazides, and substituted 1,3,4-oxadiazoles were synthesized.

Authors: B. M. Khutova, S. V. Klyuchko, A. O. Gurenko, A. N. Vasilenko, A. G. Balya, E. B. Rusanov, and V. S. Brovarets

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (8), pp 1251-1262

http://link.springer.com/article/10.1007/s10593-012-1128-6

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Published

2013-10-22

Issue

No. 8 (2012)

Section

Original Papers