1. New spiro derivative of dihydro-1,2,3-triazolo[1,5-a]pyrimidine as a product of multicomponent reaction.
- Author
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Gladkov, Eugene S., Sirko, Svetlana M., Musatov, Vladimir I., Shishkina, Svetlana V., Tkachenko, Irina G., Komykhov, Sergey A., and Desenko, Sergey M.
- Subjects
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PYRIMIDINES , *CHEMICAL reactions , *CHEMICAL derivatives , *CARBOXAMIDES , *MALONONITRILE , *CYCLOHEXANONES - Abstract
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. [ABSTRACT FROM AUTHOR]
- Published
- 2018
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