HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(4-Methylsulfonylaminophenylsulfinyl)-1-[2-(3-pyridyl)ethyl]piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(4-Methylsulfonylaminophenylthio)-1-[2-(3-pyridyl)ethyl]piperidine | HCID 15615421 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(4-Methylsulfonylaminophenylsulfinyl)-1-[2-(3-pyridyl)ethyl]piperidine | HCID 15615423 | 65.2% |
Reaction Steps
A mixture of 0.50 g (1.28 mmol) of 4-(4-methylsulfonylaminophenylthio)-1-[2-(3-pyridyl)ethyl]piperidine, 0.33 g (1.53 mmol) of sodium periodate, 5 ml of 1N hydrochloric acid and 5 ml of methanol was stirred at room temperature for 1 h. About 5 ml of a 1N sodium hydroxide solution was added thereto to adjust the pH to about 7. After extraction with chloroform, the organic layer was concentrated and the residue was purified by silica gel column chromatography (CHCl3 :CH3OH:NH4OH=95:5:0.5). The fraction containing the intended compound was concentrated to give a solid residue, which was recrystallized from ethyl acetate to give a 0.34 g (yield: 64%) of the compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05162347 |
| Source dataset | uspto-grants-1992_11 |
| ORD ID | ord-e57048e080a241079348347b1f088718 |
| Source note | uspto-grants-1992_11 |