Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 116308-38-4, name is 2-Formylisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Formylisonicotinonitrile
Part C To a flask charged with 70 ml of ether and 40 ml of tetrahydrofuran cooled in an ice bath at 0-50 is added methylmagnesium bromide (8.71 ml, 26.14 mmol, 1.50 equiv.) at once. To this is added a solution of 4-cyano-2-pyridinecarboxaldehyde (2.30 g, 17.42 mmol), dissolved in 60 ml of ether and 5 ml of tetrahydrofuran, dropwise over a 20 min period. The resulting tan slurry is refluxed for 1.5 h, cooled and poured into ice water containing 55 ml of 3N HCl and stirred at ambient temperature for 5 min. The contents are basified with 23 ml of 29% ammonium hydroxide and extracted 5 times with chloroform. The combined organic extracts are dried over Na2 SO4 and concentrated at reduced pressure. Chromatography with 160 g of silica gel, packed and eluted with acetone-methylene chloride (1:6), afforded 1.60 g (62%) of 4-cyano-2-(2-hydroxy)-ethylpyridine. TLC (silica gel GF): Rf =0.27 acetone-methylene chloride (1:6). 1 H NMR (CDCl3,TMS):delta 8.46 (d, 1H, J=4.33 Hz), 7.41 (s, 1H), 7.20 (dd, 1H, J=4.87, 0.82 Hz), 4.72 (q, 1H, J=6.08 Hz), 3.75 (s, 1H), 1.28 (d, 3H, J=6.55 UV (lambda max, ethanol): 216 sh (7,760), 220 sh (6,530), 278 (3,560), 287 sh (2,960). Analysis: Calculated for C8 H8 N2 O: C, 64.86; H, 5.41; N, 18.92. Found: C, 64.77; H, 5.51; N, 18.90. Mass Spectrum: M/Z (relative intensity %): (FAB) [M+H]+ 149 (100), 131 (30), 105 (8).
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Reference:
Patent; Pharmacia & Upjohn Company; US6043248; (2000); A;,
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