HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Diphenylmethyl 7beta-amino-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Diphenylmethyl 7beta-formamido-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate | HCID 88157740 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Diphenylmethyl 7beta-amino-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate | HCID 70122870 | 85.9% |
Reaction Steps
To a solution of diphenylmethyl 7β-formamido-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate (3.99 g) in a mixture of methanol (20 ml) and THF (10 ml) was added concentrated hydrochloric acid (2.75 ml) at the room temperature. After stirring at the same temperature for 4 hours, the mixture was poured into a mixture of ice water and ethyl acetate. The mixture was adjusted to pH 4 with aqueous sodium bicarbonate solution. The organic layer was separated washed with water and brine, dried over magnesium sulfate, and evaporated to give diphenylmethyl 7β-amino-3-[(1,2,3-thiadiazol-5-yl)thio]-3-cephem-4-carboxylate (3.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06468995B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-89235951e9af403688379d54fe34d448 |
| Source note | uspto-grants-2002_10 |