HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-N-(Methylsulfonyl)-2-oxo-3-amino-1-azetidinecarboxamide, hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (S)-N-(Methylsulfonyl)-2-oxo-3-[[(phenylmethoxy)-carbonyl]amino]-1-azetidinecarboxamide | HCID 53997697 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)-N-(Methylsulfonyl)-2-oxo-3-amino-1-azetidinecarboxamide, hydrochloride salt | HCID 131714659 | — |
Reaction Steps
To a solution of 300 mg of (S)-N-(methylsulfonyl)-2-oxo-3-[[(phenylmethoxy)carbonyl]-amino-1-azetidinecarboxamide (see example 5) in 8 ml of dry methanol was added 150 mg of 10% palladium on charcoal. The mixture was hydrogenated at room temperature and 1 atmosphere for 30 minutes, and then 2 ml of water was added followed by dilute hydrochloric acid to adjust the pH to 1.8. The catalyst was filtered using water/methanol. Evaporation of the filtrate gave 65 mg of crude product. The catalyst was suspended in water, adjusted to pH 1.8 and stirred at room temperature for 15 minutes. Removal of the catalyst and evaporation of the filtrate provided additional crude product (124 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04587047 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-7d1a898abff24f45b1815eab72db747d |
| Source note | uspto-grants-1986_05 |