Sodium hydride → HCID 70873591, compound

Participants

Reaction Steps

An ethanol solution (0.45 ml) of 20% sodium ethoxide was added to an ethanol solution (10 ml) of toluene-4-sulfonic acid 4-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxybutyl ester (0.52 g), and the mixture was stirred at room temperature for 30 minutes. 4-[2-(4-Chlorophenoxymethyl)oxazol-4-yl]phenol (0.40 g) and tripotassium phosphate (0.34 g) were added to the reaction mixture, and the resulting mixture was heated under reflux for 2 hours. Water was added thereto and the precipitated solid was collected by filtration and dried at 60° C. The residue thus obtained was dissolved in dimethylformamide (3 ml), and sodium hydride (53 mg) was added thereto, followed by stirring at room temperature for 1 hour. Water was added to the reaction mixture, followed by extraction with methylene chloride. The organic layer was dried over magnesium sulfate. After filtering, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride:methanol=10:0→methylene chloride:methanol=9:1) to afford the title compound as a pale yellow powder (0.34 g).

Provenance & Evidence