HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide | HCID 54480938 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile | HCID 54289267 | 72.8% |
Reaction Steps
A suspension of 19 g (54.7 mmol) of (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide in a mixture of 100 ml of dioxan and 15 ml of pyridine was treated with 15 ml of trifluoroacetic anhydride at 7° to 10°. The suspension was stirred at room temperature for 1 hour and poured into 600 ml of water. After 1 hour the suspension was suction filtered. There were obtained 13.1 g (72%) of (S)-8-bromo-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile of m.p. 133°-136°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05665718 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-d4aa215d52c345078b3cd180748f058c |
| Source note | uspto-grants-1997_09 |