Phenylacetyl isothiocyanate → HCID 24983281, compound

Participants

Reaction Steps

A mixture of 3-fluoro-4-(2-propylthieno[3,2-b]pyridin-7-yloxy)benzenamine (8 mg, 0.03 mmol) and 2-phenylethanoyl isothiocyanate (9 mg, 0.05 mmol; prepared according to J. Org. Chem. 1964, 29, 1115-1119) in 1:1 toluene/ethanol (0.5 mL) were stirred at room temperature for 2 hours. The reaction mixture was purified by preparative TLC (5% MeOH/EtOAc). The product was obtained as a waxy solid (8 mg, 58%). 1H NMR (400 MHz, CDCl3) δ 12.49 (s, 1H), 8.57 (s, 1H), 8.45 (m, 1H), 7.94 (m, 1H), 7.44 (m, 4H), 7.32 (m, 2H), 7.25 (m, 2H, overlaps chloroform), 6.48 (m, 1H), 3.76 (s, 2H), 2.93 (m, 2H), 1.81 (m, 2H), 1.04 (m, 3H). LRMS (ESI neg) m/e 478 (M−1).

Provenance & Evidence