Thiomorpholine → HCID 69217583, compound

Participants

Reaction Steps

With 12 ml of chloroform was mixed 1.0 g of 5-chloro-3-methylthio-1,2,4-thiadiazole, and 2.59 g of 3-chloroperbenzoic acid (content: 70-75 weight %) was added under ice-cooling. The mixture was stirred at room temperature for 2.25 hours and left as it was for 15 hours to obtain a crude mixture of 5-chloro-3-methylsulfonyl-1,2,4-thiadiazole and 5-chloro-3-methylsulfinyl-1,2,4-thiadiazole. Into the crude mixture of 5-chloro-3-methylsulfonyl-1,2,4-thiadiazole and 5-chloro-3-methylsulfinyl-1,2,4-thiadiazole was added 2.46 g of thiomorpholine dropwise under water-cooling. The mixture was stirred for 1 hour at room temperature. The reaction mixture was extracted with chloroform after the addition of saturated sodium bicarbonate aqueous solution. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.08 g of 3-methylsulfonyl-5-thiomorpholino-1,2,4-thiadiazole and 6 mg of 3-methylsulfinyl-5-thiomorpholino-1,2,4-thiadiazole.

Provenance & Evidence