HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfamic Acid → HCID 70463851, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Silanol, trimethyl-, 1,1'-sulfate | HCID 87573 | — |
| Reactant | N-trimethylsilylurethane | HCID 11355656 | — |
| Reactant | 7-Benzamido-3-methyl-3-cephem-4-carboxylic acid-1-oxide | HCID 70464702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70463851 | HCID 70463851 | 65% |
Reaction Steps
A mixture consisting of 400.5 mg (1.20 mmoles) of 7-benzamido-3-methyl-3-cephem-4-carboxylic acid-1-oxide, 0.69 g (4.3 mmoles) of N-trimethylsilylurethane and 20 mg of bis-(trimethylsilyl)-sulfate in 40 ml of dichloromethane was refluxed for 3/4 hours after which a clear solution was obtained. This was cooled in an ice-bath and bromination was carried out after the addition of 200 mg (2.04 mmoles) of amidosulfonic acid using 325.3 mg (1.83 mmoles) of N-bromosuccinimide as the brominating agent. The bromination took half an hour to obtain a 65% yield of trimethylsilyl 7-benzamido-3-bromomethyl-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-1ac59a5f84754228b1d395d356081362 |
| Source note | uspto-grants-1982_12 |