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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72766Generated: October 25, 2026

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

https://huagongshe.com/reaction/72766

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 numberUS08829000B2
Source datasetuspto-grants-2014_09
ORD IDord-c289596415db46dba95edc6d7a6a7ad7
Source noteuspto-grants-2014_09