1,1'-Carbonyldiimidazole → HCID 178505356, compound

Participants

Reaction Steps

5-(4-chlorophenyl)furan-2-carboxylic acid (208 mg, 0.93 mmol) was dissolved in THF (5 ml), to which 1,1′-carbonyldiimidazole (CDI) (182 mg, 1.12 mmol) was added, and the mixture was stirred at room temperature for 30 minutes. 2 M guanidine solution (2.73 ml, 5.45 mmol) prepared in Example 1 was added thereto, and the mixture was reacted at room temperature for 12 hours. After completion of the reaction, the solution was added with saturated brine (20 ml) and extracted with ethyl acetate (30 ml×3). The organic layer was washed with 10% brine, dried over anhydrous magnesium sulfate (MgSO4), and concentrated in vacuo. The residue was dissolved in acetone (4 ml), to which methanesulfonic acid (0.2 ml) was added and then cooled down to 0° C. to precipitate solid. The precipitated solid was collected by filtration to give 234 mg of a title compound (yield: 70%).

Provenance & Evidence