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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603104Generated: October 31, 2026

Ethanolamine → 2-[(2-Hydroxyethyl)amino]-3-nitrobenzonitrile

https://huagongshe.com/reaction/603104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
Reactant2-Chloro-3-nitrobenzonitrileHCID 21786011—
SolventEthanolHCID 702—
Product2-[(2-Hydroxyethyl)amino]-3-nitrobenzonitrileHCID 1144709589%

Reaction Steps

2-chloro-3-nitrobenzonitrile (74 g, 0.408 mol) is mixed with ethanol (370 ml) and ethanolamine (57 ml). The mixture is stirred for 16 hrs at room temperature. To complete the reaction, the mixture is refluxed for 2 hours. After cooling, the mixture is concentrated under vacuum; the product precipitates as a red solid. To eliminate the ethanolamine hydrochloride salt, the suspension is triturated with 500 ml of water and filtrated under vacuum. The solid is washed with ethanol and ether then dried to give the desired product (75 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906654B2
Source datasetuspto-grants-2011_03
ORD IDord-b006bfee7b324cbe8f48d7abc168c173
Source noteuspto-grants-2011_03