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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068976Generated: October 26, 2026

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

https://huagongshe.com/reaction/2068976

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 numberUS08299080B2
Source datasetuspto-grants-2012_10
ORD IDord-b6a3c05edb344f48a2b3fa75ba98d6d9
Source noteuspto-grants-2012_10