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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442355Generated: October 25, 2026

7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid → 7-[[2-[4-(Azidomethyl)phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/442355

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 1883—
Reactantp-Azidomethylphenylacetyl chlorideHCID 20505454—
SolventEthyl AcetateHCID 8857—
Product7-[[2-[4-(Azidomethyl)phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 22767743—

Reaction Steps

A mixture of p-azidomethylphenylacetyl chloride (0.6 g) and 7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (0.6 g) in 250 ml of ethyl acetate was refluxed for 50 minutes after which the solvent was removed under vacuum yielding an oily residue which was purified by chromatography using 60 g of silica gel and benzene-acetone as the eluant to give 7-[[2-[4-(azidomethyl)phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. M.P. 154°-155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04045438
Source datasetuspto-grants-1977_08
ORD IDord-4ea0b5cbd23e419c92656ae7ae6f5b98
Source noteuspto-grants-1977_08