M. Woźniak, Andrzej Bańskira, B. Szpakiewicz
Jan 21, 1993
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Journal
European Journal of Organic Chemistry
Abstract
3,5-Dinitropyridine and some of its derivatives are aminated with a liquid ammonia solution of potassium permanganate to the corresponding 2-, 4- and 6- mono- and (or) di- and (or) triamino-substituted compounds. The intermediate amino σ-adducts of 3,5-dinitropyridines are detected by 1H-NMR spectroscopy. Quantum-mechanical calculations for a few 3,5-dinitropyridines suggest that the experimentally observed regioselectivity of the amination is a charge-controlled process.