Sodium Cyanide → HCID 67324194, compound

Participants

Reaction Conditions

Reaction Steps

NaCN (0.46 g, 9.4 mmol) was added to a solution of 2-(bromomethyl)-5-phenylthiazole (2.0 g, 7.87 mmol) in dry EtOH (10 mL). The resulting reaction mixture was stirred at 70° C. for 2 h and then concentrated under reduced pressure, and diluted with ethyl acetate. The organic layer was washed with H2O and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 10% EtOAc in petroleum ether) to afford 2-(5-phenylthiazol-2-yl)acetonitrile (350 mg, yield 22%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.91 (s, 1H), 7.56-7.54 (m, 2H), 7.46-7.40 (m, 3H), 4.15 (s, 2H). MS (ESI) m/z: Calculated for C11H8N2S: 200.04. found: 201.2 (M+H)+.

Provenance & Evidence