NEW SPIRO DERIVATIVE OF DIHYDRO-1,2,3-TRIAZOLO[1,5-<i>a</i>]PYRIMIDINE AS A PRODUCT OF MULTICOMPONENT REACTION

Авторы

  • Eugene S. Gladkov State Scientific Institution ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001
  • Svetlana M. Sirko State Scientific Institution ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001
  • Vladimir I. Musatov State Scientific Institution ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001
  • Svetlana V. Shishkina State Scientific Institution ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001 V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv 61022
  • Irina G. Tkachenko Kharkiv Forensic Science Center, Ministry of Internal Affairs of Ukraine, 32 Kovtuna St., Kharkiv 61036
  • Sergey A. Komykhov State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine, Nauky Ave 60, Kharkiv 61001 Ukraine, V. N. Karazin Kharkiv National University, Svobody Sq. 4, Kharkiv 61022 Ukraine
  • Sergey M. Desenko State Scientific Institution ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61001 V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv 61022

DOI:

https://doi.org/10.1007/4325

Ключевые слова:

1, 2, 3-triazole derivatives, microwave synthesis, molecular structure investigation, multicomponent reactions, reaction mechanism, X-ray analysis

Аннотация

A new spiro derivative of dihydro-1,2,3-triazolo[1,5-a]pyrimidine – 5'-amino-6'-cyano-4'H-spiro[cyclohexane-1,7'-[1,2,3]triazolo[1,5-a]pyrimidine]-3'-carboxamide – was prepared by three-component reaction of 5-amino-1,2,3-triazole-4-carboxamide with malononitrile and cyclohexanone; the structure of product was established by X-ray analysis. Microwave activation and conventional heating showed the formation of single product and the same direction of heterocyclization. Available literature data concerning similar reactions using 3-amino-1,2,4-triazole or 2-aminobenzimidazole were reinvestigated experimentally with consideration of alternative structures; structures of products were studied by NMR including NOE experiments.

Загрузки

Опубликован

2019-01-09

Выпуск

Том 54 № 12 (2018)

Раздел

Оригинальные статьи