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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975602Generated: October 25, 2026

Nitrobenzene → 1,4-Benzenediamine, N-(4-nitrophenyl)-

https://huagongshe.com/reaction/975602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
ReactantP-PhenylenediamineHCID 7814—
ReactantTetramethylammonium Hydroxide PentahydrateHCID 82620—
SolventDimethyl SulfoxideHCID 679—
Product1,4-Benzenediamine, N-(4-nitrophenyl)-HCID 5101393—
ProductN,N'-(4-nitrosophenyl)-1,4-phenylenediamineHCID 15219934—
ProductN-(4-nitrophenyl)-N'-(4-nitrosophenyl)-1,4-phenylenediamineHCID 19959741—

Reaction Steps

Nitrobenzene (2 ml, 0.02 mole) was added via a syringe to a stirring solution containing 1.08 g (0.01 mole) of 1,4-phenylenediamine, 3.6 g (0.02 mole) of tetramethylammonium hydroxide pentahydrate in 2 ml of dimethylsulfoxide under nitrogen at 70° C. The solution was stirred at such condition for 4 hours. An aliquot was taken out for LC, MS, LC-MS analyses. N,N'-(4-nitrosophenyl)-1,4-phenylenediamine, N-(4-nitrophenyl)-N'-(4-nitrosophenyl)-1,4-phenylenediamine and N,N'-(4-nitrophenyl)-1,4-phenylenediamine were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05608111
Source datasetuspto-grants-1997_03
ORD IDord-393baf6a614d48379d0c057df46969db
Source noteuspto-grants-1997_03