Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 7beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid | HCID 11781989 | — |
| Edukt | HCID 178434161 | HCID 178434161 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Cefazolin deacylated | HCID 6350581 | 84,3% |
Reaktionsschritte
In water (30 ml) was dissolved 7β-amino-3-(3-oxobutyryloxy)methyl-3-cephem-4-carboxylic acid (3.14 g) together- with sodium hydrogen carbonate (1.84 g) and 2-mercapto-5-methyl-1,3,4-thiadiazole (1.6 g) and the resultant solution was adjusted its pH to 6.4, followed by stirring for one hour at 60° C. After cooling, the reaction solution was washed with dichloromethane and pH of the aqueous layer was adjusted to 3.5 under ice-cooling, followed by stirring for one hour. The precipitated materials were collected by filtration and washed with water, methanol and acetone in this order, followed by drying to give 7β-amino-3-(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (2.9 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04323676 |
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| Quelldatensatz | uspto-grants-1982_04 |
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| ORD ID | ord-08d6f530993d4d77a871e1ec49768601 |
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| Quellennotiz | uspto-grants-1982_04 |
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