HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione → 1-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione | HCID 12891341 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione | HCID 14068934 | — |
Reaction Steps
To a solution of 25.9 g of 1-(4-nitrophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione (preparation as described in DE-OS 2 740 562) in 700 ml of ethanol are added 1.4 g of 5% palladium/carbon catalyst. Hydrogenation is carried out under normal pressure and at room temperature with hydrogen. When the absorption of hydrogen is complete (theoretical amount: 7500 ml), the reaction mixture is diluted with 1 ml of ethanol and concentrated after removal of the catalyst. The product so obtained is recrystallised from ethanol, affording the title compound with m.p. 183°-185° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04839379 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-83a69b83f50b4471a82850bc1dcd28e4 |
| Source note | uspto-grants-1989_06 |