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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408760Generated: October 30, 2026

Chlorosuccinimide → 2,3,4-Trichloro-6-nitrobenzenamine

https://huagongshe.com/reaction/408760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant4,5-Dichloro-2-nitroanilineHCID 81149—
SolventDimethylformamideHCID 6228—
Product2,3,4-Trichloro-6-nitrobenzenamineHCID 1070529781%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4,5-dichloro-2-nitro-phenylamine (0.500 g, 2.42 mmol), N-chlorosuccinimide (0.403 g, 3.02 mmol), and DMF (5 mL) was heated to 100° C. for 1 h. After cooling to 23° C., the solution was poured into ice water. The yellow precipitate was collected by filtration and dissolved in dichloromethane. The organic phase was washed with water, dried (MgSO4), filtered, and concentrated to yield the titled compound (0.468 g, 81%). 1H NMR (400 MHz, CDCl3): 8.28 (s, 1H), 6.70 (s, 2H). The compound did not yield MS data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759345B2
Source datasetuspto-grants-2014_06
ORD IDord-da960d27c9fb455294a994e374f10859
Source noteuspto-grants-2014_06