HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfamic Acid → HCID 70463777, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | Acetamide, N-(trimethylsilyl)- | HCID 25989 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 70485748 | HCID 70485748 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70463777 | HCID 70463777 | 50% |
Reaction Steps
To a refluxing suspension of 329 mg (0.95 mmole) of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide in 25 ml of dichloromethane, 298 mg (2.27 mmoles) of N-trimethylsilylacetamide were added and a clear, colorless solution was obtained after 15 minutes. Refluxing was continued for another 30 minutes after which 300 mg (3.06 mmoles) of amidosulfonic acid were added. The mixture was diluted with dichloromethane to 40 ml and cooled in an ice-bath. Bromination was carried out in one hour using 280 mg (1.57 mmoles) of N-bromosuccinimide as the brominating agent to obtain a yield of 50% of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04366315 |
| Source dataset | uspto-grants-1982_12 |
| ORD ID | ord-8f47359f58374c548a9c2855285f9a62 |
| Source note | uspto-grants-1982_12 |