Derivatives of pyridine and quinoline. LXXXVIII. Reactions of bromo derivatives of 2- and 3-ethoxypyridines when heated with hydrochloric acid was written by den Hertog, H. J.;de Bruyn, J.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 1951.Application of 13472-81-6 This article mentions the following:
Following abstract When a bromoethoxypyridine (0.01 mole in 30-40 ml. 25% aqueous HCl) in a sealed tube is heated 4 hrs. at 160° in a shaking furnace, the Br is replaced by Cl when the former is in the 2- or 6-position, and the EtO group is replaced by the OH group. Thus 6-bromo-2-ethoxypyridine (I) gives 6-chloro-2-hydroxypyridine (II), m. 128.5-9°, and 2-bromo-3-ethoxypyridine (III) gives 2-chloro-3-hydroxypyridine, m. 169-70°, plus the corresponding dihydroxypyridines. The 3,5-di-Cl derivative of I yields 3,5,6-trichloro-2-hydroxypyridine, m. 174-5°. When the Br is in the 3- or 5-position it is not substituted by the procedure given. Thus 5-bromo-3-ethoxypyridine yields 5-bromo-3-hydroxypyridine. But either 3- or 5-bromo-2-ethoxypyridine yields mixtures of 3,5-dibromo-2-hydroxypyridine and 2-hydroxypyridine. As a further example of the positional reactivity of the Br, 2,5,6-tri-bromo-3-ethoxypyridine, m. 86-7°, prepared by heating 3-bromo-5-ethoxypyridine with Br in a sealed tube at 100°, gave 5-bromo-2,6-dichloro-3-ethoxypyridine, m. 77-8° with aqueous HCl. The EtO group in this case remained intact. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Application of 13472-81-6).
3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application of 13472-81-6