HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole | HCID 53790356 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05430042 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-b7deccffa6a24cc8828d0c3dd0fe80c4 |
| Source note | uspto-grants-1995_07 |