Bromoacetone → HCID 20188851, compound

Participants

Reaction Steps

A mixture of 3.8 g (15 mmole) of 3-[(1H-benzimidazol-2-ylthio)methyl]-2-pyridinamine hemihydrate (see Example 1), 2.4 g (18 mmole) of bromoacetone, and 2.1 g (25 mmole) of sodium bicarbonate in 50 ml of ethanol was stirred at room temperature. After 18 hours the mixture was concentrated in vacuo to a residue that was partitioned between dilute hydrochloric acid and dichloromethane. The aqueous layer was made alkaline with potassium carbonate and extracted with dichloromethane. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to an oil. Chromatography on basic alumina (using ethanol-toluene as eluent) yielded 1.6 g of the title compound. Structure assignment was supported by the nmr and infrared spectra.

Provenance & Evidence