Phenylsulphonyl isocyanate → 1-Benzenesulfonyl-3-(7-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]naphthalen-1-yl)urea

Participants

Reaction Steps

To a solution of 5-[4-[6-(8-aminonaphthalen-2-yloxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione (0.4 g) in anhydrous tetrahydrofuran (8 ml) was added benzenesulfonyl isocyanate (0.22 g) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated. The residue was chromatographed on a silica gel column using ethyl acetate:n-hexane=3:1 as the eluant. The product was recrystallized from n-hexane to afford the title compound (55 mg, mp 199-205° C.).

Provenance & Evidence