HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzaldehyde → N-hydroxy-4-nitro-N-phenylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Nitrosobenzene | HCID 11473 | — |
| Catalyst | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-hydroxy-4-nitro-N-phenylbenzamide | HCID 4652094 | 96.8% |
Reaction Steps
Scale up: DBU (3.8 mg, 0.025 mmol) was added under argon to a solution of 4-nitrobenzaldehyde (3 g, 20 mmol), nitrosobenzene (2.14 g, 20 mmol) and catalyst (9 mg, 0.025 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at room temperature for 2 min. The product precipitated as a yellow solid. The solvent was removed under vacuum, and the solid was washed with hexane and ether to yield a pure product (5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143423B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-e28ad15be0444bcba9c6840ee33a8b03 |
| Source note | uspto-grants-2012_03 |