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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352462Generated: October 26, 2026

Chlorosuccinimide → 2-chloro-N,N-dimethyl-3-nitro-aniline

https://huagongshe.com/reaction/352462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantN,N-Dimethyl-3-nitroanilineHCID 69269—
SolventDimethylformamideHCID 6228—
Product2-chloro-N,N-dimethyl-3-nitro-anilineHCID 22712348101.2%

Reaction Steps

25 g of N,N-dimethyl-3-nitroaniline is dissolved in 225 ml of DMF. 20 g of N-chlorosuccinimide dissolved in 190 ml of DMF is slowly added dropwise and the solution is stirred at RT. After 24 hours, the solvent is evaporated. About 500 ml of ice is added to the red residue. The suspension is extracted three times with about 200 ml of diethylether. The ether phases are dried over Na2SO4, filtered, and evaporated down. 30.4 g of N,N-dimethyl-2-chloro-3-nitroaniline is obtained as a red oil. The crude product is used further without any additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747051B2
Source datasetuspto-grants-2004_06
ORD IDord-6ec2464b864f4df392236929417f9e8e
Source noteuspto-grants-2004_06