Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(2-chloroethyl)benzenesulfonamide | HCID 676524 | — |
| Reactant | 2,2-Diphenyl-2-(pyrrolidin-3-yl)acetamide | HCID 13633754 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 19007311 | HCID 19007311 | — |
Reaction Steps
A mixture containing 3-(R,S)-(1-carbamoyl-1,1-diphenylmethyl)pyrrolidine (0.3 g--see Preparation 8), 4-sulphamoylphenethyl chloride (0.23 g--see J. Pharm. Pharmacol., 16, 541, (1964)), sodium bicarbonate (0.4 g) and acetonitrile (10 ml) was heated under reflux for 2 hours. A further portion of sodium bicarbonate (1 g) was added followed by potassium iodide (0.2 g) and the mixture was heated under reflux for 2 hours. On cooling to room temperature, water (60 ml) was added and the mixture was extracted with dichloromethane (3×50 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give a glass which was purified by column chromatography on silica eluting with dichloromethane containing methanol (0% up to 10%). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a colourless foam, yield, 0.11 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05340831 |
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| Source dataset | uspto-grants-1994_08 |
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| ORD ID | ord-4689002c38cb474c9e606a6412fdc48a |
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| Source note | uspto-grants-1994_08 |
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