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Reactions of 2‐aminopyridine with picryl halides
Author(s) -
Harris Betty W.,
Coburn Michael D.,
Papadopoulos E. P.
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130430
Subject(s) - chemistry , picryl chloride , 2 aminopyridine , pyridine , halide , yield (engineering) , medicinal chemistry , bromide , organic chemistry , materials science , immune system , metallurgy , immunology , biology
2‐Aminopyridine reacts with picryl halides to give mixtures of 1‐picryl‐2‐( N ‐picrylimino)‐1,2‐dihydropyridine and 2‐( N ‐picrylamino)pyridine. When picryl fluoride is treated with an excess of 2‐aminopyridine, the 1‐picryl‐2‐( N ‐picrylimino)‐1,2‐dihydropyridine reacts further with 2‐aminopyridine to yield two molecules of 2‐( N ‐picrylamino)pyridine in a reaction catalyzed by the by‐product, hydrogen fluoride. In contrast, the compositions of the mixtures obtained from the reactions of picryl chloride and picryl bromide with excess 2‐aminopyridine are stable in their reaction media.