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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921884Generated: October 30, 2026

Ethanolamine → N-(2-chloro-5-cyano-3-nitrophenyl)-2-((2-hydroxyethyl)amino)acetamide

https://huagongshe.com/reaction/921884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantCesium carbonateHCID 10796—
Reactant2-bromo-N-(2-chloro-5-cyano-3-nitrophenyl)acetamideHCID 89922341—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductN-(2-chloro-5-cyano-3-nitrophenyl)-2-((2-hydroxyethyl)amino)acetamideHCID 8992246653.4%

Reaction Steps

To a solution of 2-bromo-N-(2-chloro-5-cyano-3-nitrophenyl)acetamide (30 mg, 0.094 mmol) in DCM (2 mL) was added a solution of 2-aminoethanol (5.75 mg, 0.094 mmol) in THF (2 mL) then CESIUM CARBONATE (30.7 mg, 0.094 mmol) was added. After stirring at room temperature for 1.5 h, LC-MS indicated completion. After concentration purification via flash chromatography (0-100% EtOAc in Hexane, 12 g) gave N-(2-chloro-5-cyano-3-nitrophenyl)-2-((2-hydroxyethyl)amino)acetamide as a yellow solid (15 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-970f8c82f1554c478404620194011913
Source noteuspto-grants-2016_03