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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1294053Generated: October 29, 2026

Water → Benzenamine, 2-nitro-4-(4-nitrophenoxy)-

https://huagongshe.com/reaction/1294053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetaminophenHCID 1983—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloro-2-nitroanilineHCID 74218—
ProductBenzenamine, 2-nitro-4-(4-nitrophenoxy)-HCID 1203272296%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-acetamidophenol (7.56 g, 50 mmol) in DMF (20 ml) was added 60% NaH (2.2 g) followed by 5-chloro-2-nitroaniline (9.06 g, 50 mmol). The mixture was heated to 120° C. overnight. After cooling, 800 ml of water was added and the resultant solid was collected by filtration. Desiccation in vacuo gave intermediate 1 as a brown solid (13.75 g, 96%): MS m/e 286 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238813B2
Source datasetuspto-grants-2007_07
ORD IDord-3d0c9390ea434b1e908e91bbf69b2a71
Source noteuspto-grants-2007_07