1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate → HCID 178456821, compound

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Reaction Steps

4-Cyano-1,2-phenylenediamine (prepared according to the method of Fairley, T. A., et.al. J. Med. Chem. 1993, 36, 1746, 3.7 g, 27.8 mmol), isopropyl isothiocyanate (3.3 g, 32.7 mmol), 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (16.0 g , 37.8 mmol) and pyridine (200 mL) were used according to general procedure I. The title compound was recrystallized from 1,4-dioxane to provide a tan powder (2.2 g, 40%); m.p. 185-190° C.; 1H NMR (DMSO-d6) δ: 11.0 (br s, 1H, NH), 7.44 (s, 1H, Ar—H), 7.2-7.1 (m, 2H, Ar—H), 6.95 (br s, 1H, NH), 3.88 (m, 1H, CH), 1.16 (d, J=6.5 Hz, 6H, overlapping CH3).

Provenance & Evidence