HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Benzhydryl 7-amino-3vinyl-3cephem-4-carboxylate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | Benzhydryl 7-(5-benzhydryloxycarbonyl-5-ethoxycarbonylaminopentanamido)-3-vinyl-3-cephem-4-carboxylate | HCID 14099864 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | Benzhydryl 7-amino-3vinyl-3cephem-4-carboxylate hydrochloride | HCID 12818005 | 36.8% |
Reaction Steps
To a solution of phosphorus pentachloride (7.87 g) in ethylene chloride (47.75 ml) was added pyridine (2.99 g) at 5° to 6° C. After stirring for 30 minutes, to the mixture was added benzhydryl 7-(5-benzhydryloxycarbonyl-5-ethoxycarbonylaminopentanamido)-3-vinyl-3-cephem-4-carboxylate (9.75 g). After stirring for 2 hours at 5° to 6° C. and cooling to -30° to -20° C., the mixture was treated with 2-methoxyethanol (7.67 ml) for 1.5 hours and then with water (10 ml) for an hour. The precipitates were collected by filtration and washed with ethyl acetate and diisopropyl alcohol to give benzhydryl 7-amino-3-vinyl-3-cephem-4-carboxylate hydrochloride (1.99 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04423213 |
| Source dataset | uspto-grants-1983_12 |
| ORD ID | ord-1e0e70d0b55b46c3bd6915bc0cf8f3b3 |
| Source note | uspto-grants-1983_12 |