Electric Literature of 13519-90-9, A common heterocyclic compound, 13519-90-9, name is 4-Fluoroisophthalonitrile, molecular formula is C8H3FN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To (1R,3S)-cyclohexane-1,3-diamine (1.0 g, 8.8 mmol) and 4-fluoroisophthalonitrile (2.7 g, 18.4 mmol)Triethylamine (5.4 ml) was added to a solution of 30 ml of dimethyl sulfoxide. The mixture was purged with nitrogen and heated to stir at 150 C for 3 hours. After cooling to room temperature, the reaction mixture was diluted with water (100 ml) and extracted three times with dichloromethane (100 ml). The organic extracts were combined and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography(230-600 mesh silica gel) purified,Elute with 0-80% ethyl acetate / hexane,Get the title compound,It was a white solid (2.6 g, 81% yield).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Sichuan Yi Lite Bio-pharmaceutical Co., Ltd.; Jiao Guansheng; Zhang Chengpan; (13 pag.)CN109160888; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts