Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-ethoxycarbonyl-N-[2-(4-methoxymethyloxyphenyl)-3-(3-pyridyl)propyl]-4-chlorobenzenesulfonamide | HCID 18950737 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18950758 | HCID 18950758 | 94.1% |
Reaction Steps
To the solution of 8 ml of the solution of 1.11 g of N-ethoxycarbonyl-N-[2-(4-methoxymethyloxyphenyl)-3-(3-pyridyl)propyl]-4-chlorobenzenesulfonamide in dioxane was added 2 ml of aqueous 6N hydrogen chloride solution, and stirred at room temperature for 7 hours. To the reaction mixture were added water and methylene chloride, followed by further addition of sodium hydrogen carbonate. The organic phase was separated, which was then extracted with ethyl acetate from aqueous phase. The organic phases were combined and washed in saturated aqueous sodium chloride, followed by drying over magnesium sulfate to distill off the solvent under reduced pressure. The obtained residue was subjected to chromatography on a silica gel column, and from the fraction eluted with methanol-methylene chloride (1:99 v/v) was obtained 956 mg of N-ethoxycarbonyl-N-[2-(4-hydroxyphenyl)-3-(3-pyridyl)propyl]-4-chlorobenzenesulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05374641 |
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| Source dataset | uspto-grants-1994_12 |
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| ORD ID | ord-44828ae1e17d4b689f21db8afbe885b6 |
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| Source note | uspto-grants-1994_12 |
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