Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 23114828 | HCID 23114828 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 23114637 | HCID 23114637 | 87% |
Reaction Steps
To an ethyl acetate (5 ml) solution of [5-chloro-4-[(4-chlorophenylthio)(2,5-difluorophenyl)methyl]pyridin-2-yl]acetonitrile (387 mg, 0.92 mmol) were added methanol (5 ml), 31% aqueous hydrogen peroxide (3 ml) and hexaammonium heptamolybdate tetrahydrate (227 mg, 0.18 mmol). The resulting mixture was stirred at room temperature for 2 hours. Water was added to the reaction mixture. Ethyl acetate and methanol were distilled off under reduced pressure. To the residue was added a saturated aqueous solution of sodium bicarbonate. The product thus obtained was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure. The residue thus obtained was subjected to flash silica gel column chromatography. The fraction obtained from the hexane:ethyl acetate=17:3 eluate was concentrated under reduced pressure to give the title compound (364 mg, 0.80 mmol, 87%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932271B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-a4a8762b4296421e9721f5d0a2124a8a |
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| Source note | uspto-grants-2011_04 |
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