Acylpyridines. III. Reaction of 1-methoxy-4-alkoxypyridinium salts with potassium cyanide was written by Nishimoto, Nobushige;Nakashima, Tatsumi. And the article was included in Yakugaku Zasshi in 1962.Safety of 4-methoxypicolinonitrile This article mentions the following:
By the reaction of 1, 4-dimethoxypyridinium iodide with KCN in MeOH, 4-MeOC5H4N (1), Me 4-cyanopicolinimidate, Me 4-methoxypicolinimidate, di-Me 3,4-pyridinecarboximidate, 4-methoxypicolinamide, 2,4,6-tris(4-methoxy-2-pyridyl)- 1,3,5-triazine, 4-cyanopicolinamide (II), and 2,4-pyridinecarboxamide (III) were produced but a very little of the expected 4-methoxypicolinonitrile (IV) was obtained. When dioxane was used instead of MeOH, IV was obtained in 30% yield, besides a small amount of I and 2,4-pyridinedicarbonitrile (V). On the other hand, 1-methoxy-4-ethoxypyridinium iodide treated with KCN in MeOH gave 4-ethoxypyridine, 4-ethoxypicolinamide, II, and III. In dioxane, 4-ethoxypicolinonitrile was obtained in 32% yield, together with V and 4-EtOC5H4N. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Safety of 4-methoxypicolinonitrile).
4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Safety of 4-methoxypicolinonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts