Sodium Iodide → HCID 18317647, compound

Participants

Reaction Steps

To a mixture of 5-(2,5-dichlorophenyl)-1-[2-(4-methylphenylsulfonyl)hydrazino]cyclohexen-3-one (1.65 g), anhydrous potassium carbonate (0.696 g), methanol (10 ml) and 1,2-dimethoxyethane (8 ml) were added under ice-cooling 1-chloropropan-2-one (0.465 g) and sodium iodide (0.15 g), and the mixture was stirred at room temperature for 2 hours. To the mixture was added anhydrous potassium carbonate (0.64 g), and the mixture was stirred for 3 hours at 80° C. Under reduced pressure, the solvent was evaporated, and to the residue was added ethyl acetate (70 ml) and water (30 ml). The mixture was shaken, and the separated upper layer was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography to give 7-(2,5-dichlorophenyl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-one (0.253 g) as yellowish brown oil.

Provenance & Evidence