C. R. Kolder, H. J. Hertog
Sep 2, 2010
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Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
2,4-Dihydroxypyridine, 2-ethoxy-4-hydroxypyridine, 4-ethoxy-2-hydroxypyridine and 2,4-diethoxypyridine were brominated in pyridine as solvent. It appeared that bromine enters the 3-position during the bromination of the three first mentioned substances whereas from 2,4-diethoxypyridine the 5-bromo derivative is formed. Ultraviolet absorption spectra of substrates and reaction products in 50% aqueous ethanolic solution were measured. Comparison of these spectra with the known spectra of the mono- and dimethoxy derivatives of 2,4-dihydroxypyridine enabled the tautomeric structures of the substances to be investigated. The course of the brominations is connected with the structure of the substrates.