Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | 7-Aminocephalosporanic acid | HCID 441328 | — |
| Reactant | HCID 178515917 | HCID 178515917 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 135996344 | HCID 135996344 | 84.1% |
Reaction Steps
To 520 ml of acetonitrile 16.3 g (60 mmol) of 7β-aminocephalosporanic acid and 13.9 g (66 mmol) of 2-mercapto-5-(3,4-dihydroxyphenyl)-1,3,4-oxadiazole and 45.4 ml (360 mmol) of boron trifluoride diethyl etherate were added, and stirred at 50° C. for 3 hours. The reaction solution was cooled and poured into 450 ml of cold water. The mixture was stirred at room temperature for 1 hour and adjusted to pH2.0 with a 25% aqueous ammonia. The mixture was stirred at not more than 5° C. for 1 hour, and the precipitates were collected by filtration. The precipitates were washed with water and ethyl acetate and dried to obtain 21.3 g (yield: 84.1%) of the above identified compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05061794 |
|---|
| Source dataset | uspto-grants-1991_10 |
|---|
| ORD ID | ord-de7d9cd65d184be89f6a471f4ff12a87 |
|---|
| Source note | uspto-grants-1991_10 |
|---|