Thiourea → HCID 86690839, compound

Participants

Reaction Steps

To a solution of 2-bromo-1-(2,6-dichloro-4-methoxyphenyl)ethanone (10-3, 1.3 g) and thiourea (0.42 g, 5.5 mmol) in 95% EtOH (15.0 mL) was heated at reflux for 60 min. The solution was concentrated under reduced pressure and the residue was re-dissolved in ethyl acetate. The solution was washed with saturated aqueous NaHCO3, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 4-(2,6-dichloro-4-methoxyphenyl)thiazol-2-ylamine (10-4, 0.60 g, 2.2 mmol) as yellow solids in 47% yield: 1H NMR (500 MHz, CDCl3) δ 7.08 (d, J=1.8 Hz, 1 H), 6.83 (d, J=1.8 Hz, 1 H), 6.49 (s, 1 H), 4.88 (brs, 2 H), 3.77 (s, 3 H); ESI-MS m/z 275.1 (M+H)+.

Provenance & Evidence