Phenethylamine → HCID 59351801, compound

Participants

Reaction Steps

To a solution (30 mL) of ethyl 5-amino-2-ethyl-1,3-thiazole-4-carboxylate (0.5 g) in methylene chloride were added triphosgene (0.32 g) and triethylamine (0.23 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added 2-phenylethanamine (0.95 mL), and the mixture was further stirred at room temperature for 1 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was dissolved in ethanol (40 mL), sodium ethoxide (20% ethanol solution, 2.2 g) was added, and the mixture was stirred at 80° C. for 2 hr. The reaction mixture was concentrated under reduced pressure, and the obtained residue was extracted with 1N hydrochloric acid and ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The precipitated solid was collected by filtration to give the title compound as a colorless solid (0.48 g, 64%).

Provenance & Evidence