Phenylacetyl chloride → HCID 86611255, compound

Participants

Reaction Steps

A solution of 4-(5-methoxynaphthalen-1-yl)benzenamine (140 mg, 0.56 mmol) and 2-phenylethanoyl isothiocyanate (320 mg, 1.98 mmol), prepared by condensing 2-phenylacetyl chloride and isothiocyanatopotassium in MeCN at 80° C., in MeOH (5 mL) was stirred at room temperature overnight. The reaction mixture quenched with NaHCO3 (aq. 10 mL) and extracted with dichloromethane 3×5 mL. The combined organic phase was dried over Na2SO4, and concentrated, and purified on silica with 3% MeOH in dichloromethane to afford 1-(4-(8-methoxyisoquinolin-5-yl)phenyl)-3-(2-phenylacetyl)thiourea as a yellow solid (25 mg, 11%). MS (ESI pos. ion) m/z: 428 (M+H). 1 (a) Hendrickson, J. B.; Radriguez, C. J. Org. Chem. 1983, 48, 3344-3346. (b) S-Y Sit, et al. Bioorg. Med. Chem., 2004, 12, 715-736.

Provenance & Evidence