Iodine → HCID 23369684, compound

Participants

Reaction Conditions

Reaction Steps

Iodine (1.53 g, 6.02 mmol) and potassium iodide (1.01 g, 6.08 mmol) were dissolved in a mixture (105 ml) of chloroform and methanol (4:1), and the resultant mixture was maintained cool. Separately, 6-(2,3-dimethyl-2-propenyl)-5-hydroxy-3,8-dimethylcarbostyril (1.35 g, 5.25 mmol) was dissolved in a mixture (21 ml) of chloroform and methanol (4:1), to which potassium carbonate (1.13, 8.19 mmol) was added. While stirring at -20° C., the above-mentioned cooled solution of iodine and potassium iodide was added thereto, followed by stirring overnight at -20° C. Excessive amounts of aqueous sodium sulfite solution were added to the mixture, followed by stirring at room temperature. Thereafter, extraction was performed with chloroform, and drying and condensing followed. To the resultant pale brown crystals, ethyl acetate was added, which was then ground with heat. After spontaneous cooling, precipitated crystals were collected by filtration to obtain 1.75 g of the title compound (87.0%).

Provenance & Evidence