Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 70583127 | HCID 70583127 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70583915 | HCID 70583915 | 40.6% |
Reaction Steps
To a suspension of 1.5 g of phosphorous pentachloride in 13 ml of dichloromethane is added 1.2 g of pyridine in 13 ml of dichloromethane under stirring at -40° C. To the resulting mixture is added 1.6 g of benzhydryl 7-thienylacetamido-3-(5-acetylamino-1,3,4-thiadiazol-2-yl)-3-cephem-4-carboxylate in 32 ml of dichloromethane at -40° C. After stirring for one hour at 0° C., to the reaction mixture is added 6 g of n-butanol under stirring at -40° C. After working up as described in Example 26, the obtained residue is chromatographed on a column of silica gel [eluting with ethyl acetate-dichloromethane (1:1)] to give 0.522 g of benzhydryl 7-amino-3-(5-acetylamino-1,3,4-thiadiazol-2-yl)-3-cephem-4-carboxylate as pale yellow needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04182866 |
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| Source dataset | uspto-grants-1980_01 |
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| ORD ID | ord-38c9442531524d2e9316e38859e7fbfb |
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| Source note | uspto-grants-1980_01 |
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