反应详情

1.5 g (3.0 mmol) of 1-methyl-2-[(4-cyanophenyl)methylthio]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-ethoxycarbonylethyl)amide were stirred in 80 mL of ethanol saturated with hydrogen chloride for 6.5 hours first at 0° C., then at room temperature, until no more starting material could be detected by thin layer chromatography. Then the solvent was distilled off at a maximum bath temperature of 30° C., the oily residue taken up in 80 mL of absolute ethanol and mixed with 1.0 g (10.5 mmol) of ammonium carbonate. After 18 hours, the solvent was distilled off in vacuo and the crude product obtained was purified by flash chromatography (silica gel; methylene chloride/ethanol=19:1 to 10:1). Yield: 78% of theory of light beige solid, C28H29N5O3S (515.63); Rf value: 0.19 (silica gel; methylene chloride/ethanol=4:1); EKA mass spectrum: (M+H)+=516; (M+H+Na)++=269.7; (M+2H)++=258.7.

1. customat room temperature
2. distillationThen the solvent was distilled off at a maximum bath temperature of 30° C.
3. distillationthe solvent was distilled off in vacuo