HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Diphenylmethyl 7beta-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Diphenylmethyl 7beta-formamido-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate | HCID 88157711 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Diphenylmethyl 7beta-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate | HCID 70124524 | 39.8% |
Reaction Steps
To a solution of diphenylmethyl 7β-formamido-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate (13.70 g, 26.5 m mol) in methanol (65 ml) was added dropwise conc. HCl (11.0 ml) at room temperature and the mixture was stirred at the same temperature for 2.8 hours. The mixture was poured into a mixture of ethyl acetate and ice water and adjusted to pH 7 by addition of 5N NaOH aq. The separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with ethyl acetate to give diphenylmethyl 7β-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate (5.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06468995B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-19382d95f85649178a32e4f082b30479 |
| Source note | uspto-grants-2002_10 |