HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 131713542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 131713527 | HCID 131713527 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131713542 | HCID 131713542 | 89.1% |
Reaction Steps
A mixture of benzhydryl 7-[4-chloro-2-(methoxycarbonylmethoxyimino)-3-oxobutyramido]-3-methylthio-3-cephem-4-carboxylate (syn isomer) (18.97 g), thiourea (4.56 g) and sodium acetate (7.38 g) in tetrahydrofuran (150 ml) and water (80 ml) was stirred at 40° to 45° C. for 2 hours. Ethyl acetate (300 ml) was added to the reaction mixture at room temperature and the organic layer was separated. The organic layer was washed with brine and dried over magnesium sulfate. The solution was evaporated and the residue was triturated with ether to give benzhydryl 7-[2-(2-aminothiazol-4-yl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-methylthio-3-cephem-4-carboxylate (syn isomer) (17.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04452851 |
| Source dataset | uspto-grants-1984_06 |
| ORD ID | ord-8dd31b250001480aa91955870ed78a17 |
| Source note | uspto-grants-1984_06 |