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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450723Generated: October 26, 2026

N,N-Dimethylaniline → N-(4-Amino-3-nitro-phenyl)-4-isopropyl-benzenesulfonamide

https://huagongshe.com/reaction/450723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
Reactant4-(Propan-2-yl)benzene-1-sulfonyl chlorideHCID 2734882—
Reactant2-Nitro-4-phenylenediamineHCID 4338370—
SolventAcetonitrileHCID 6342—
ProductN-(4-Amino-3-nitro-phenyl)-4-isopropyl-benzenesulfonamideHCID 2799341155.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2-nitro-benzene-1,4-diamine (10 g, 65.30 mmol) and N,N-dimethylaniline (8.7 g, 71.83 mmol) in acetonitrile (310 ml) at 0° C. 4-isopropyl-benzenesulfonylchloride (13.85 g, 63.34 mmol) was added over a period of 1 h. The mixture was stirred at 0° C. for 1 h and for 16 h at room temperature. After concentrating the mixture in vacuo the obtained oil was triturated with water. The precipitate was collected, washed with ethanol and dried in vacuo to give the product as a yellow powder (11.76 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486984B2
Source datasetuspto-grants-2013_07
ORD IDord-d1517fabb6114385b7dc8398287ec5a8
Source noteuspto-grants-2013_07