These common heterocyclic compound, 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, 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. Product Details of 53312-80-4
A mixture of 4-amino-2-fluorobenzonitrile (2.0 g, 14.7 mmol) in water (4 ml_), ACN (32 ml_), and concentrated HCI (10 ml.) was stirred at RT under N2 overnight. NaNO2 (2.0 g, 29.4 mmol) was then added portion-wise and stirring was continued at RT for 2 h. The mixture was cooled to 0 C, NaN3 (1.9 g, 29.4 mmol) was added portion-wise and stirring was continued at RT for 2 h. Water (50 ml.) was added and most of the organic solvent was removed under reduced pressure. The remaining aqueous mixture was then extracted with DCM (50 ml. x 4) and the combined organic extracts were washed with water, brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Pet. ether/EtOAc = 100/0 to 20/1) to give the title compound (1.5 g, 62%) as a yellow solid, which was used directly in the next step.
The synthetic route of 4-Amino-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts