Dichloromethane → HCID 45381426, compound

Participants

Reaction Steps

4-Iodo-1,2-phenylenediamine (0.47 g) and 3-(1-naphthyl)glutaric anhydride (0.48 g) were dissolved in dichloromethane (6 ml) with heating. The dark solution was stirred at rt for 1 h. The precipitate formed was collected by suction filtration, washed with dichloromethane, and dried in vacuo to give a mixture of regioisomeric amides (0.69 g) as beige coloured solid. This solid was dissolved in 4M HCl in 1,4-dioxane (3 ml) and the dark solution was heated to reflux for 1 h. All volatiles were removed at the water aspirator and the amorphous residue is crystallised from acetone/methanol to provide 4-(5-iodo-2-benzimidazolyl)-3-(1-naphthyl)butanoic acid HCl (0.54 g) as light grey solid.

Provenance & Evidence