Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 131716168 | HCID 131716168 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131716760 | HCID 131716760 | 72.2% |
Reaction Steps
To a suspension of phosphorus pentachloride (366 mg) in methylene chloride (6 ml) was added pyridine (0.142 ml) at -30° C. After the mixture was stirred for 30 minutes at the same temperature, p-nitrobenzyl 7-(2-phenylacetamido)-3-vinylthio-3-cephem-4-carboxylate (300 mg) was added thereto at -30° C. The mixture was stirred for 1 hour under the ice-cooling to the mixture was added methanol (0.38 ml) at -30° C., and the mixture was stirred for 2 hours at -15°~-20° C. Water (0.4 ml) was added thereto under ice-cooling. Diisopropyl ether (5 ml) was added to the mixture to give a precipitate. The precipitate was collected, washed with water and diisopropyl ether successively and dried over phosphorus pentoxide to give p-nitrobenzyl 7-amino-3-vinylthio-3-cephem-4-carboxylate hydrochloride (181 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04985555 |
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| Source dataset | uspto-grants-1991_01 |
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| ORD ID | ord-d8ef4a4b50024ad99680b4544ba48925 |
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| Source note | uspto-grants-1991_01 |
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