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The aminometylation of 4-(alkylthio)-6-amino-2-oxo(thioxo)-1,2-dihydropyridine-3,5-dicarbonitriles
Published:
14 November 2020
by MDPI
in The 24th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract:
Easily available 2-(bis(alkylthio)methylene)malononitriles react with cyanoacetamide or cyanothioacetamide to give 4-(alkylthio)-6-amino-2-oxo(thioxo)-1,2-dihydropyridine-3,5-dicarbonitriles. Upon treatment with primary amines and/or HCHO, the compounds undergo heterocyclization to afford new pyrido[1,2-а][1,3,5]triazines or ring-condensed 1,3,5,7-tetrazocine derivatives.
Keywords: 6-aminopyridin-2-ones, 2-thioxopyridines, Mannich reaction, aminomethylation, heterocyclization, 1,3,5-triazines, tetrazocines