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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698537Generated: October 30, 2026

Ethanolamine → Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate

https://huagongshe.com/reaction/1698537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantMethyl 2-chloro-3-nitrobenzoateHCID 10751184—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoateHCID 1125344395%

Reaction Steps

To a solution of 4.70 g (21.9 mmol) of methyl 2-chloro-3-nitrobenzoate in 300 mL of THF was added dropwise 300 mL of 2-ethanolamine (80 mmol) and the mixture was refluxed over night. The reaction was concentrated to dryness, dissolved in ethyl acetate, and washed aqueous sodium hydrogen carbonate and water. The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to give 5.00 g (20.8 mmol, 95%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-2f13086cd1804c98ba47649a0c989326
Source noteuspto-grants-2012_04