Water → HCID 10367681, compound

Participants

Reaction Steps

A suspension of 2-amino-4,5-bis(4-methoxyphenyl)thiazole thiazole hydrochloride (35.7 g) in a mixture of N,N-dimethylformamide (60 ml) and toluene (60 ml) was added dropwise to a suspension of sodium hydride (60% dispersion in mineral oil) (4.58 g) in a mixture of N,N-dimethylformamide (60 ml) and toluene (60 ml) for 30 minutes at 0° C. with stirring. The reaction mixture was stirred at the same temperature for 30 minutes. A solution of benzoyl isothiocyanate (9.57 g) in a mixture of N,N-dimethylformamide (30 ml) and toluene (30 ml) was added dropwise to the above-mentioned reaction mixture at 0°~5° C., stirred for 1 hour and continued to stir at 5°~10° C. for 2 hours. Water (200 ml) was added thereto and the resulting mixture was extracted with ethyl acetate (200 ml). The extract was washed with water and brine. The resulting organic layer was dried and evaporated. The residue was crystallized from ethyl acetate to give 2-(3-benzoylthioureido)-4,5-bis( 4-methoxyphenyl)thiazole (41.9 g).

Provenance & Evidence