Pyridine → HCID 178501062, compound

Participants

Reaction Steps

To a solution of trans-4-[1-dimethylamino-ethylidenethiocarbamoyl]-cyclohexanecarboxylic acid methyl ester (0.87 g, 3.2 mmol) and pyridine (0.52 ml, 6.5 mmol) in ethanol (6 ml) was added a solution of hydroxylamine-O-sulfonic acid (0.45 g; 3.6 mmol) in methanol (3 ml) at room temperature. After stirring over night the reaction mixture was partitioned between 1 M aqueous hydrochloric acid solution (100 ml) and ethyl acetate (100 ml). The layers were separated. The aqueous layer was extracted with one 100-ml portion of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Flash-chromatography with n-heptane/ethyl acetate as eluent gave the title compound (0.68 g, 88%) as yellow oil. MS m/e: 241 ([M+H]+)

Provenance & Evidence