Sodium Thiosulfate → HCID 59718913, compound

Participants

Reaction Steps

1-(2-Methylsulfanyl-pyrimidin-4-yl)-1H-benzotriazole (27.05 g, 111 mmol) was dissolved/suspended in 600 mL of CHCl3 in a 2 L round bottom flask. The mixture was cooled with an ice bath and m-CPBA (58.03 g, 259 mmol, ca. 77%) was slowly added portionwise, while maintaining the reaction temperature below 15° C. The reaction mixture was slowly warmed to RT and stirred for 16 hours, then refluxed for 1 hour. It was cooled and treated with aqueous sodium thiosulfate; the organic layer was separated and washed with 3 portions of aqueous sodium bicarbonate. It was then dried over sodium sulfate, filtered and concentrated under reduced pressure until the formation of a suspension, which was filtered and dried to give the 1-(2-methanesulfonyl-pyrimidin-4-yl)-1H-benzotriazole as a white solid (20.78 g, 68% yield), mp=201.8-202.5° C.; MS=276 (M+H)+.

Provenance & Evidence