p-Toluenesulfonic acid → 2-(Isopropylamino)-4,5,6-trichloro-1H-benzimidazole

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Reaction Steps

3,4,5-Trichloro-1,2-phenylenediamine (3.12 g, 14.8 mmol), isopropyl isothiocyanate (1.62 g, 16.0 mmol), 1-cyclohexyl-3-2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (8.4 g, 19.9 mmol), and pyridine (50 mL) were used according to general procedure II. The product was recrystallized from 1,4-dioxane to give 2.9 g (72%) of a tan solid. MS (CI): m/z 276 (M+1). Anal. Calcd. for C10H10Cl3N3-(0.10 C4H8O2): C, 43.47; H, 3.79; N, 14.62. Found. C, 43.70; H, 3.89; N, 14.43.

Provenance & Evidence