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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390220Generated: November 2, 2026

6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid → HCID 20441282, compound

https://huagongshe.com/reaction/1390220

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acidHCID 162—
ReactantHydrochloric AcidHCID 313—
ReactantEthyl BromideHCID 6332—
Reactant6-Aminopenicillanic acidHCID 11082—
ReactantSodiumHCID 5360545—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 20441282HCID 20441282—

Reaction Steps

6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, sodium salt, hereinafter referred to as 6-APA, sodium salt, (5.0 mmole) is added to 50 ml of dimethylformamide at room temperature. After stirring for 15 minutes, 5.5 mmole of ethyl bromide is added. This mixture is stirred for 2 to 3 hours after which it is diluted with ethyl acetate and water. The pH is adjusted to about 6.5 to 7.0 by the addition of hydrochloric acid and the organic phase is separated from the aqueous phase. The organic phase is washed with water, dried over magnesium sulfate, filtered and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138397
Source datasetuspto-grants-1979_02
ORD IDord-2f24aed8327d439b906e8e732fdb4e1a
Source noteuspto-grants-1979_02