Dichloromethane → HCID 59224722, compound

Participants

Reaction Steps

5-(4-Amino-6-benzylsulfanyl-[1,3,5]triazin-2-yl)-2,4-dichlorophenol (150 mg) obtained in Step 2 above was placed in a reaction vessel, and then dichloromethane (10 ml) and methanol (2 ml) were added thereto. The mixture was stirred. m-Chloroperbenzoic acid (210 mg) was added to the resulting suspension at room temperature, and stirred for 30 minutes. The resulting mixture was concentrated under reduced pressure. To this, N,N-dimethylformamide (4.5 ml), triethylamine (0.19 ml), and 3-mercaptophenol (0.12 ml) were added and stirred at room temperature for 4 hours. The reaction solution was diluted with ethyl acetate, and then sequentially washed with a saturated aqueous sodium bicarbonate solution and water. The ethyl acetate solution was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (developing solvent: a mixed solvent of n-hexane and ethyl acetate) to yield 5-[4-amino-6-(3-hydroxyphenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenol (54 mg) as a yellow solid.

Provenance & Evidence