HETEROCYCLES CONTAINING A BRIDGE NITROGEN ATOM. 11. RECYCLIZATION OF 5-METHYLOXAZOLO[3,2-<i>a</i>]PYRIDINIUM CATION UNDER THE ACTION OF NUCLEOPHILES CONTAINING NH<sub>2</sub> GROUP. CRYSTAL STRUCTURE OF 3-(<i>p</i>-NITROPHENYL)-1,4-DIHYDROPYRIDO[2,1-<i>c</i>]-<i>as</i>-TRIAZINIUM PERCHLORATE
DOI:
https://doi.org/10.1007/598Abstract
Reactions of 5-methyl-2-(p-nitrophenyl)oxazolo[3,2-a]pyridinium perchlorate with ammonia and hydrazine, in contrast to the reaction with secondary amines, do not produce indolizines. The reaction with ammonia produces 5-methyl-2-(p-nitrophenyl)imidazo[1,2-a]pyridine; with hydrazine, 3-(p-nitrophenyl)-1,4-dihydropyrido[2,1-c]-as-triazinium semiperchlorate (2 moles of base per one mole of acid). The structure of the latter is solved by X-ray structural studies.
Authors: E. V. Babaev, A. V. Efimov, V. B. Rybakov, and S. G. Zhukov.
English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (4), pp 486-491
http://link.springer.com/article/10.1007/BF02319339
