Reactions of 4-aminopyridine with nitrous acid. VIII. 2-Fluoro-4-aminopyridine and 3-fluoro-4-aminopyridine was written by Talik, Tadeusz;Talik, Zofia. And the article was included in Roczniki Chemii in 1968.Related Products of 3939-14-8 This article mentions the following:
The fluorine atom in the 2 or 3 position of the pyridine ring exercised a weaker stabilizing influence on the diazonium group in position 4 than the Cl atom. Several products from reaction of diazonium compounds prepared from 2-fluoro-4-aminopyridine (I) and 3-fluoro-4-aminopyridine were obtained. Thus, a solution of 0.5 g. I in 5 ml. dilute H2SO4 (1:4) was diazotized at 0° with 0.9 g. NaNO2 in 3 ml. water. The mixture kept 20 min. at room temperature, diluted with 5 ml. H2O and refluxed for a few min., was neutralized with NH4OH to pH 5-6 and extracted with Et2O to give 0.4 g. 2-fluoro-4-hydroxypyridine, m. 157° (H2O). Similarly prepared were 88.1% 2-fluoro-4-iodopyridine, m. 58°, and 41.3% 2-fluoro-4-cyanopyridine (II), m. 31-2°. Hydrolysis of II with dilute HCl (1:1) yielded 86.8% 2-hydroxy-4-pyridinecarboxylic acid, m. 328° (H2O). The following compounds were reported (m.p., b.p., % yield, and m.p. picrate given): 3-fluoro-4-hydroxypyridine, 153°, -, 58.1, -; 3-fluoro-4-chloropyridine, -, 138°, 42.9, 134°; 3-fluoro-4-bromopyridine, -, 163°, 25.5, 115°; 3-fluoro-4-iodopyridine, 87°, -, 25.1, 140°. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Related Products of 3939-14-8).
2-Fluoroisonicotinonitrile (cas: 3939-14-8) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Related Products of 3939-14-8