Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971712Generated: October 26, 2026

2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid → Cephalosporanic Acid

https://huagongshe.com/reaction/971712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acidHCID 21313018—
Reactant7-Amino-3-(1-methyltetrazol-5-yl-mercaptomethyl)-3-cephem-4-carboxylic acidHCID 88796519—
SolventAcetonitrileHCID 6342—
Solvent1-VinylimidazoleHCID 66171—
ProductCephalosporanic AcidHCID 12302722—
Product7-[3-Methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-[1-methyltetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylic acidHCID 88796489—

Reaction Steps

Using the same procedure, 4 mmol of 3-methyl-1,2,4-oxadiazol-5-yl-acetic acid and 4 mmol of 7-amino-3-(1-methyltetrazol-5-yl-mercaptomethyl)-3-cephem-4-carboxylic acid (90% purity) in 35 ml of dry acetonitrile and 0.1 ml of N-vinyl-imidazole were reacted for one hour at room temperature and two hours at 50° C. to obtain a 37% yield of almost pure 7-[3-methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-[1-methyltetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylic acid with a 41% recovery of the starting cephalosporanic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04160829
Source datasetuspto-grants-1979_07
ORD IDord-d539a7b256794b43adf0ee3599d4d486
Source noteuspto-grants-1979_07