Methanesulfonic Acid → HCID 15045507, compound

Participants

Reaction Steps

A mixed solution of 4.92 g of 2-[(5-ethoxycarbonylpyridin-2-yl)methylthio]-5-(3-pyridyl)-1,3,4-thiadiazole, 2.7 ml of methane-sulfonic acid, 18 ml of acetic acid, and 45 ml of water was cooled to 0° C., oxone (4.65 g) was added to the solution, and the mixture was stirred for 3 hours. The reaction mixture was neutralized with an aqueous solution of sodium hydrogencarbonate so that the pH value was 5, and the mixture was extracted with dichloromethane. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, the residue was separated and purified by silica gel column chromatography (chloroform/methanol=30/1), and a fraction having an Rf value of 0.25 was recrystallized from ethanol to obtain 2.45 g of 2-[(5-ethoxycarbonylpyridin-2-yl)methylsulfinyl]-5-(3-pyridyl)-1,3,4-thiadiazole.

Provenance & Evidence