YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Reactions of 1, 2-Diaminopyridinium Salt with α, β-Unsaturated Carbonyl Compounds
YASUMITSU TAMURAJOONG-HYUP KIMYOSHIO SUMIDAMASAZUMI IKEDA
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1975 Volume 95 Issue 12 Pages 1497-1500

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Abstract
1, 2-Diaminopyridinium mesitylenesulfonate (I) reacts, in the presence of potassium carbonate, with a variety of α, β-unsaturated carbonyl compounds such as benzoylacetyllenes, benzalacetophenones, ethoxymethylenepentane-2, 4-dione, and diethyl ethoxymethylenemalonate to give s-triazolo[1, 5-a]pyridine derivatives, presumably via 1-amino-2-imino-1, 2-dihydropyridine (VIII). Reaction of I with diphenylcyclopropenone in ethanol in the presence of potassium carbonate afforded ethyl 3-amino-2, 3-diphenylacrylate, whereas reaction of VIII in an aprotic solvent (benzene) gave 3-amino-2, 3-diphenyl-N-(2-pyridyl)acrylamide.
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