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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787707Generated: October 26, 2026

3-Nitroaniline → 2-(2-Methoxy-ethoxy)-N-(3-nitro-phenyl)-acetamide

https://huagongshe.com/reaction/1787707

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitroanilineHCID 7423—
Reactant(2-Methoxyethoxy)acetic acidHCID 27642—
ReactantIsobutyl chloroformateHCID 62365—
ReactantSodium BicarbonateHCID 516892—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
Product2-(2-Methoxy-ethoxy)-N-(3-nitro-phenyl)-acetamideHCID 4303762681.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

5 g of (2-methoxyethoxy)-acetic acid is dissolved in 500 ml of tetrahydrofuran. 9.7 ml of triethylamine and 5.6 ml of isobutyl chloroformate are added at 0° C., and it is stirred for 30 minutes at 0° C. 5.0 g of 3-nitroaniline is added, and it is stirred for another 15 hours at room temperature. The reaction mixture is mixed with semi-saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic solution is washed with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation and, after purification by chromatography on silica gel, 7.5 g of the title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07511059B2
Source datasetuspto-grants-2009_03
ORD IDord-9f379d549df843f0bbefe14fa3bf253a
Source noteuspto-grants-2009_03