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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647153Generated: October 31, 2026

Sodium Thiosulfate → 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

https://huagongshe.com/reaction/1647153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazoleHCID 53790356—
SolventDichloromethaneHCID 6344—
SolventSodium BicarbonateHCID 516892—
Product5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazoleHCID 53929272—

Reaction Steps

5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole (140 mg, 0,41 mmol) was dissolved in methylene chloride (20 ml) and sodium hydrogen carbonate (5 ml,1M). The mixture was stirred at ambient temperature and MCPBA (100 mg, 0.41 mmol, 70%) dissolved in methylene chloride (10 ml) was added portionwise. After 10 min sodium thiosulphate (100 mg) was added whereupon the phases were separated. The organic phase was dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was chromatographed on silica (CH2Cl2 /MeOH/NH3, 97.5: 2.5: sat.) Yield: 90 mg (61%) of the title compound. Mp: 178°-180° C. (dec., uncorr.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430042
Source datasetuspto-grants-1995_07
ORD IDord-b7deccffa6a24cc8828d0c3dd0fe80c4
Source noteuspto-grants-1995_07