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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099329Generated: October 26, 2026

4-Nitrobenzaldehyde → N-hydroxy-4-nitro-N-phenylbenzamide

https://huagongshe.com/reaction/1099329

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantNitrosobenzeneHCID 11473—
Catalyst1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventDichloromethaneHCID 6344—
ProductN-hydroxy-4-nitro-N-phenylbenzamideHCID 465209496.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143423B2
Source datasetuspto-grants-2012_03
ORD IDord-e28ad15be0444bcba9c6840ee33a8b03
Source noteuspto-grants-2012_03