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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576853Generated: October 26, 2026

Ethoxyethylamine → N-(2-ethoxyethyl)-3-fluoro-4-nitrobenzamide

https://huagongshe.com/reaction/576853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthoxyethylamineHCID 66970—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Fluoro-4-nitrobenzoic acidHCID 230653—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
SolventHydrochloric AcidHCID 313—
SolventAcetonitrileHCID 6342—
ProductN-(2-ethoxyethyl)-3-fluoro-4-nitrobenzamideHCID 59198706—

Reaction Steps

3-Fluoro-4-nitrobenzoic acid 5.55 g, 2-ethoxyethylamine 3.15 mL, N,N-diisopropylethylamine 5.23 mL, 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride 8.63 g, 1-hydroxybenzotriazole monohydrate 5.96 g and acetonitrile 77 mL were mixed and stirred for 19 hours. The reaction liquid was poured in diluted hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine, saturated aqueous sodium hydrogencarbonate solution and saturated brine, by the order stated, and dried over magnesium sulfate. Distilling the solvent off, 6.86 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040536B2
Source datasetuspto-grants-2015_05
ORD IDord-b20ee02090e84673b0d51341b5aef9b5
Source noteuspto-grants-2015_05