Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 18950757 | HCID 18950757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15232186 | HCID 15232186 | 34.4% |
Reaction Steps
To 0.19 g (0.74 mM) of methyl 4-[2-amino-2-(3-pyridyl)ethyl]benzoate in 10ml of dichloromethane in solution were added triethylamine (0.13 ml, 0.9 mM) and p-chlorobenzenesulfonyl chloride (0.19 g, 0.9 mM), and stirred overnight at room temperature. After completion of the reaction, water was poured into the reaction mixture, followed by extraction of dichloromethane. The organic phase was then washed in saturated aqueous sodium chloride solution and dried over magnesium sulfate, to distill off the solvent. The residue was subjected to chromatography on a silica gel column, which was then eluted with chloroform to yield 0.11 g of methyl 4-[2-(4-chlorobenzenesulfonamido)-2-(3-pyridyl)ethyl]benzoate. The spectrometric data thereof supports the structure of [26] 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-75008bebbcea45d8a2415a4802009b33 |
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| Source note | uspto-grants-1994_12 |
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