Benzenesulfonamide, N,N'-(4,5-diamino-1,2-phenylene)bis[4-methyl- → HCID 21487220, compound

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Reaction Steps

To a solution containing 8.7 g (33.6mmole) of p-chlorocarbonylphenylbenzoate dissolved in 50 ml of dichlorobenzene was added 5 g (11.2 mmole) of 1,2-diamino-4,5-bis(p-toluenesulfonamido)benzene. The resulting mixture was heated to reflux under nitrogen (frothing), and was maintained at that temperature for 2 hours. The solution was then distilled to half of the original volume, and heptane was added to precipitate the yellow product. The crude product was filtered, washed with several portions of hexane, and air-dried. The material thus obtained was reprecipitated three times from THF solution using hexane. Recrystallization from methanol afforded 5.6 g (77%) of 2-[p-carbophenoxyphenyl]-5,6-bis(p-toluenesulfonamido)-benzimidazole as an amorphous yellow powder.

Provenance & Evidence