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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 442355Erstellt: 24. Oktober 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/de/reaction/442355

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 1883—
Eduktp-Azidomethylphenylacetyl chlorideHCID 20505454—
LösungsmittelEthyl AcetateHCID 8857—
Produkt7-[[2-[4-(Azidomethyl)phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 22767743—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04045438
Quelldatensatzuspto-grants-1977_08
ORD IDord-4ea0b5cbd23e419c92656ae7ae6f5b98
Quellennotizuspto-grants-1977_08