SYNTHESIS OF 5-AZOLYL-2,4-DIHYDRO-3<i>H</i>-1,2,4-TRIAZOLE-3-THIONES AND 5-AZOLYL-1,3,4-THIADIAZOL-2-AMINES BASED ON DERIVATIVES OF 5-ARYLISOXAZOLE-3-CARBOXYLIC AND 4,5-DICHLOROISOTHIAZOLE-3-CARBOXYLIC ACIDS

Authors

  • Сергей K. Петкевич Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13 Surganova St., Minsk 220072, Belarus
  • Нелия A. Жуковская Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13 Surganova St., Minsk 220072, Belarus
  • Евгений A. Дикусар Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13 Surganova St., Minsk 220072, Belarus
  • Екатерина A. Акишина Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13 Surganova St., Minsk 220072, Belarus
  • Петр B. Курман Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, 5/2 Akademika V. F. Kuprevicha St., Minsk 220141, Belarus
  • Евгения B. Никитина RUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russia
  • Владимир П. Зайцев RUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russia
  • Владимир И. Поткин Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13 Surganova St., Minsk 220072, Belarus

DOI:

https://doi.org/10.1007/6190

Keywords:

isothiazole, isoxazole, thiadiazoles, thiosemicarbazides, triazoles, heterocyclization.

Abstract

2-Mercapto-1,3,4-triazoles and 2-amino-1,3,4-thiadiazoles were synthesized by successive transformations of 5-arylisoxazole- and 4,5-dichloroisothiazole-3-carboxylic acids and their derivatives. The amino group of 5-(4,5-dichloroisothiazol-3-yl)-1,3,4-thiadiazol-2-amine was acylated with 5-phenylisoxazole-3-carboxylic acid chloride. Simple approaches to the preparation of previously unknown heterocyclic assemblies containing two or three azole rings with a high potential for biological activity are described.

 

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Published

2021-05-26

Issue

Vol. 57 No. 5 (2021)

Section

Original Papers