HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → 5-acetyl-6-methyl-2-[[(4cyclopropylmethoxy-3-methoxy-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-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole | HCID 19926446 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 5-acetyl-6-methyl-2-[[(4cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole | HCID 19926475 | — |
Reaction Steps
5-Acetyl-6-methyl-2-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole (40 mg, 0.10 mmol) was dissolved in methylene chloride (10 ml) and sodium hydrogen carbonate (3 ml,1M). The mixture was stirred at ambient temperature and MCPBA (25 mg, 0.10 mmol, 70%) dissolved in methylene chloride (5 ml) was added portionwise. After 10 min sodium thiosulphate (30 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 30 mg (73%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05430042 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-54b15deb151640e3abf13f0a09ee5cce |
| Source note | uspto-grants-1995_07 |