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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019741Generated: October 30, 2026

Water → 2-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamine

https://huagongshe.com/reaction/1019741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenemethanamine, 3-chloro-HCID 77802—
Reactant1-(2-Bromoethyl)-2-chloro-4-nitrobenzeneHCID 18316761—
SolventDimethyl SulfoxideHCID 679—
Product2-(2-Chloro-4-nitrophenyl)-N-(3-chlorobenzyl)ethanamineHCID 6746917071.9%

Reaction Steps

To a solution of 1-(2-bromoethyl)-2-chloro-4-nitrobenzene (0.6 g, 1.84 mmol) in DMSO (20 mL), 3-chlorobenzylamine (1.21 g, 4.61 mmol) was added at room temperature. The reaction mixture was stirred for 3 hours at room temperature. After the completion of reaction, water (80 mL) was added and reaction mass was extracted with EtOAc (2×50 mL). The combined organic extracts were washed with water (50 mL), brine (50 mL) and the solvents removed under reduced pressure. The product was purified by column chromatography on neutral silica gel using 5-15% EtOAc in hexane to give the title compound (0.43 g, 55%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716287B2
Source datasetuspto-grants-2014_05
ORD IDord-dde30032e37c4ad3aa1f5db724f1f0ce
Source noteuspto-grants-2014_05