HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid → Cephalosporanic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid | HCID 21313018 | — |
| Reactant | 7-Amino-3-(1-methyltetrazol-5-yl-mercaptomethyl)-3-cephem-4-carboxylic acid | HCID 88796519 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | 1-Vinylimidazole | HCID 66171 | — |
| Product | Cephalosporanic Acid | HCID 12302722 | — |
| Product | 7-[3-Methyl-1,2,4-oxadiazol-5-yl-acetamido]-3-[1-methyltetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04160829 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-d539a7b256794b43adf0ee3599d4d486 |
| Source note | uspto-grants-1979_07 |