Imidazole → HCID 59680520, compound

Participants

Reaction Conditions

Reaction Steps

2-{4-[(4-Fluorobenzyl)oxy]phenyl}-2-[(2-methoxyethoxy)methoxy]acetic acid (0.156 g, 0.429 mmol) was dissolved in tetrahydrofuran (1.4 ml), and 1,1′-carbonyidiimidazole (0.083 g, 0.514 mmol) was added thereto. The imidazole mixture was stirred1 hour at room temperature. Sodium hydride (60% oil suspension 0.021 g, 0.514 mmol) was suspended in tetrahydrofuran (1.4 ml), and 3-amino-1,2,4-dithiazole-5-thione (0.077 g, 0.514 mmol) was added thereto. After being stirred for 30 minutes at 0° C., the reaction mixture, with the imidazole mixture added thereto, was stirred for 16 hours at room temperature. The reaction mixture, with saturated ammonium chloride water added thereto, was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over MgSO4, and then concentrated. The obtained residue was purified by silica gel column chromatography (chloroform), to give 2-{4-[(4-fluorobenzyl)oxy]phenyl}-2-[(2-methoxyethoxy)methoxy]-N-(3-thioxo-3H-1,2,4-dithiazol-5-yl)acetoamide (Compound 15) (0.139 g, 65%).

Provenance & Evidence