Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | N-Benzylglycine ethyl ester | HCID 80908 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15896077 | HCID 15896077 | 69% |
Reaction Steps
A solution of triethylamine (2.0 ml, 14.4 mmol) and N-benzylglycine ethyl ester (2.25 ml, 12.0 mmol) in methylene chloride (5 ml) was added to a solution of sulfuryl chloride (0.96 ml, 12.0 mmol) in methylene chloride (30 ml) at -78° C. The reaction mixture was stirred at -78° C. for 4 h and then concentrated. Ether (75 ml) was added and the resulting precipitate was filtered. The organic layer was washed with 1M HCl and brine, dried over MgSO4 and concentrated in vacuo to give ethyl 2-[benzyl-(chlorosulfonyl)amino]acetate as a colorless oil (69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05998412 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-70cb6892448241d7b7646aa1b747680a |
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| Source note | uspto-grants-1999_12 |
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