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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279805Generated: October 31, 2026

Hydrochloric Acid → (S)-N-(Methylsulfonyl)-2-oxo-3-amino-1-azetidinecarboxamide, hydrochloride salt

https://huagongshe.com/reaction/279805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-N-(Methylsulfonyl)-2-oxo-3-[[(phenylmethoxy)-carbonyl]amino]-1-azetidinecarboxamideHCID 53997697—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product(S)-N-(Methylsulfonyl)-2-oxo-3-amino-1-azetidinecarboxamide, hydrochloride saltHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587047
Source datasetuspto-grants-1986_05
ORD IDord-7d1a898abff24f45b1815eab72db747d
Source noteuspto-grants-1986_05