HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → Sodium 3-phenylacetamido-2-oxoazetidine-1-sulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Amino-2-oxoazetidine-1-sulfonic acid | HCID 13019095 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Sodium 3-phenylacetamido-2-oxoazetidine-1-sulfonate | HCID 23695024 | 45.6% |
Reaction Steps
In 1 ml of water is dissolved 50 mg of the above 3-amino 2-oxoazetidine-1-sulfonic acid, followed by addition of a solution of 69 mg of phenylacetyl chloride in 1 ml tetrahydrofuran and 101 mg of sodium hydrogen carbonate in alternate portions with ice-cooling and stirring. After stirring at room temperature for 30 minutes, the mixture is adjusted to pH 5.8 with phosphoric acid. The tetrahydrofuran is then distilled off under reduced pressure. The water layer is washed with ethyl acetate and purified by XAD-II chromatography, whereby 42 mg of sodium 3-phenylactamido-2-oxoazetidine-1-sulfonate is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04675397 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-2aae10082a62410b9d20b37e9075f079 |
| Source note | uspto-grants-1987_06 |