Thiourea → 5-(4-Methoxy-benzyl)-thiazol-2-ylamine

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Reaction Steps

A mixture of 2-bromo-3-(4-methoxy-phenyl)-propionaldehyde (9c) and thiourea (0.84 g, 11.0 mmol) in 95% EtOH (20.0 mL) was heated at reflux for 60 minutes. 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(s), and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 5-(4-methoxy-benzyl)-thiazol-2-ylamine (9d, 1.01 g, 4.54 mmol) as yellow solids in 75.2% yield.

Provenance & Evidence