Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 18950668 | HCID 18950668 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18950660 | HCID 18950660 | 28.3% |
Reaction Steps
Ethyl 4-[3-amino-3-(3-pyridyl)propyl]phenoxyacetate (50 mg) and 30 mg of triethylamine were dissolved in 10 ml of methylene chloride, followed by addition of 50 mg of p-chlorobenzene sulfonylchloride, and stirred at room temperature for 2.5 hours. To the reaction mixture was added water, and the organic phase was then separated which was extracted with methanol-methylene chloride (5:95 v/v) from the aqueous phase. The organic phases were combined and washed in saturated aqueous sodium chloride followed by drying over magnesium sulfate and distillation of the solvent. The obtained residue was subjected to chromatography on a silica gel column, and from a fraction eluted with methanol-methylene chloride (5:95 v/v) was obtained 22 mg of ethyl 4-[3-(4-chlorobenzenesulfonamido)-3-(3-pyridyl)propyl]phenoxyacetate. The spectrometric data supports the structure of [38] as follows.
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-9919f31f4faf4d88b6df04e704a74541 |
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| Source note | uspto-grants-1994_12 |
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