H. J. Hertog, J. Bruyn
Sep 2, 2010
Citations
0
Influential Citations
5
Citations
Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
The behaviour of bromo-derivatives of 2- and 3-ethoxypyridine, when heated with aqueous hydrochloric acid, has been investigated. From 6-bromo-2-ethoxypyridine, 6-chloro-2-hydroxypyridine and from 2-bromo-3-ethoxypyridine, 2-chloro-3-hydroxypyridine are formed together with the corresponding dihydroxypyridines. During the heating of 5-bromo-3-ethoxypyridine the bromine atom is not replaced, but the ethoxy group is substituted by the hydroxyl group. Both 3-bromo-2-ethoxypyridine and 5-bromo-2-ethoxypyridine are converted into a mixture of 3,5-dibromo-2-hydroxypyridine and 2-hydroxypyridine. We also observed a migration of the bromine atom in the corresponding benzene derivative (4-bromophenetole), contrary to what is recorded in the literature. Halogeno-derivatives of 6-bromo-2-ethoxypyridine and 5-bromo-3-ethoxypyridine react in the way expected from the data given above.