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1,6-Diamino-2-oxopyridine-3,5-dicarbonitrile Derivatives in the Mannich Reaction

Authors :
Inna V. Aksenova
K. A. Frolov
Sergey G. Krivokolysko
Victor V. Dotsenko
A. N. Khrustaleva
N. A. Aksenov
Source :
Russian Journal of General Chemistry. 91:44-56
Publication Year :
2021
Publisher :
Pleiades Publishing Ltd, 2021.

Abstract

1,6-Diamino-2-oxo-1,2,3,4-tetrahydropyridine-3,5-dicarbonitriles under the action of primary aliphatic amines and an excess of 37% formalin in ethanol were converted into 2,3,8,9-tetrahydro-6,10-methano[1,2,4]triazolo[1,5-a][1,5]diazocine-6,10(7H)-dicarbonitrile derivatives. At the same time, the Mannich reaction in the case of 1,6-diamino-4-aryl-2-oxo-1,2-dihydropyridine-3,5-dicarbonitriles proceeds ambiguously, and, depending on the conditions, gives either N-ethoxymethylation products or 1,2,4-triazolo[1,5-a]pyridine derivatives. In silico predictive analysis of the biological activity of new compounds was carried out.

Details

ISSN :
16083350 and 10703632
Volume :
91
Database :
OpenAIRE
Journal :
Russian Journal of General Chemistry
Accession number :
edsair.doi...........fa771009221469e05d0b657e21ba1c16