Structure of leucenol. III. Synthesis of 2,5-dihydroxypyridine (5-hydroxy-2-pyridone) was written by Adams, Roger;Govindachari, T. R.. And the article was included in Journal of the American Chemical Society in 1947.Computed Properties of C6H7NO2 This article mentions the following:
2-Chloro-5-nitropyridine and MeONa, refluxed 10 min., give 74.5% of the 2-MeO derivative (I), m. 109°. Catalytic reduction of I (Pt oxide) in absolute EtOH at 2-3 atm. pressure gives 95% 2-methoxy-5-aminopyridine (II), b10 125-6° (monopicrate, yellow, m. 160°; picrate, yellow, m. 128°; the latter seps. 1st from the EtOH solution of the components). II (from 10 g. I), through the diazo reaction, yields 100 mg. 2-methoxy-5-hydroxypyridine, m. 81°; 90 mg. and 1 mL. HBr (d. 1.5), refluxed in a N atm. 4 h., give 70 mg. 2,5-dihydroxypyridine (5-hydroxy-2-pyridone) (III), decompose 240-50°. III is not identical with the pyrolysis product of leucenol, as shown by mixed m.p., color reactions with FeCl3, and IR absorption spectra. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0Computed Properties of C6H7NO2).
5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C6H7NO2