Spath, Ernst et al. published their research in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1923 | CAS: 59864-31-2

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Computed Properties of C7H7NO3

Constitution of ricinine was written by Spath, Ernst;Koller, Georg. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1923.Computed Properties of C7H7NO3 This article mentions the following:

It was shown in the earlier paper that the compounds C6H7NO2 and C7H9O2N obtained from ricinine (I) with concentrated HCl and H2SO4, resp., are 1-methyl-4-hydroxy-and 1-methyl-4-methoxy-2-pyridone. It has now been found that when the HO group in ricinic acid (II) is replaced by Cl and the Cl is then replaced by H, the resulting ricinidine (III) is decomposed by alkalies into NH3 and 1-methyl-2-pyrodone-3-carboxylic acid (IV), which, treated successively with SOCl2 and NH3, yields an amide regenerating III on dehydration. These results show that I is 1-methyl-3-cyano-4-methoxy-2-pyridone, CH: CH.C(OMe): C(CN).CO.NMe. The compound C7H5ON2Cl, obtained in 3.5 g. yield from 4 g. II heated 6 hrs. at 100° in a sealed tube with 60 cc. POCl3, m. 159°, produces sneezing, regenerates II and I when refluxed with Na in MeOH; 1.5 g. in EtOH with 3 g. of 4% Pd-BaSO4 and 4.5 g. NaOAc hydrogenated under pressure yields 1.256 g. III, b18 243°, m. 140°, 0.5 g. of which, refluxed 5 hrs. with 2.5 g. Na in 50 cc. MeOH gives 1-methyl-2-pyridone-3-carboxamide (V), m. 216°; 0.095 g. of this on 62 hrs. further refluxing with 2 g. Na in 40 cc. MeOH gives NH3 and IV, m. 184°. IV is not identical with 2-pyridone-1-acetic acid, m. 220-3°, which was obtained in 0.74 g. yield from 2.3 g. 2-methoxypyridine and 6.97 g. ICH2CO2Me heated 12 hrs. on the H2O bath under a reflux, freed from the excess of methoxypyridine with steam, made strongly alk. and allowed to stand 2 hrs. Nor is IV identical with 1-methyl-2-pyridone-6-carboxylic acid, m. 247-8°, which was obtained in 0.1505 g. yield from the di-Ag salt from 1 g. 2-hydroxypyridine-6-carboxylic acid and 8 cc. MeI heated in a sealed tube 48 hrs. at 100° and 12 hrs. at 130°; on heating, it gives 1-methyl-2-pyridone. IV was synthesized by heating di-Ag 2-hydroxypyridine-3-carboxylate with excess of Mel 40 hrs. at 100°, evaporating off the Mel, extracting the residue with hot alc., evaporating the extract, dissolving the residue in a little H2O, removing the I with a few drops of aqueous H2SO3, making strongly alk. and heating on the H2O bath 1 hr.; it was also obtained (in better yield -0.992 g.) from 1 g. 2-hydroxypyridine-3-carboxylic acid and 0.48 g. Na in 20 cc. MeOH evaporated to dryness in vacuo, heated 35 hrs. at 100° with 16 cc. MeI, evaporated and heated 1 hr. on the H2O bath with 2.7 g. KOH in H2O V was synthesized (yield, 0.425 g.) by heating 0.56 g. IV 1 hr. on the H2O bath with 5 cc. SOCl2 and treating the resulting chloride with excess of concentrated aqueous NH4OH; distilled in vacuo with P2O5 it gives III, while 0.037 g. heated 5 hrs. at 100° in a sealed tube with 1 cc. POCl3 yields 2-chloro-3-cyanopyridine (VI) and 0.014 g. III. 2-Chloropyridine-3-carboxamide (0.736 g. from 1 g. of the acid refluxed 4 hrs. with 2 g. PCl6 and 25 cc. POCl3 and then 4 hrs. longer with 2 g. more of PCl5, freed from the P chlorides in vacuo and allowed to stand some time with concentrated NH4OH), m. 163-4°; 0.05 g. cautiously heated in vacuo with 0.078 g. P2O5 yields VI, m. 103-5°, also obtained by heating 0.04 g. III at 150° in a sealed tube with 0.045 g. POCl3 and 0.42 g. PCl5 or by heating 0.318 g. of the amide 16 hrs. at 100° in a bomb with 15 cc. POCl3. The formation of VI from III confirms the view that III is 1-methyl-3-cyano-2-pyridone. In the experiment, the researchers used many compounds, for example, 1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2Computed Properties of C7H7NO3).

1-Methyl-6-oxo-1,6-dihydropyridine-2-carboxylic acid (cas: 59864-31-2) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Computed Properties of C7H7NO3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem