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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14589Generated: October 25, 2026

Ethyl Acetate → 4-[2-(4-Iodo-phenoxy)-acetylamino]-thiophene-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/14589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-IodophenolHCID 10894—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(3-Chloro-propionylamino)-thiophene-3-carboxylic acid methyl esterHCID 68686721—
SolventDimethylformamideHCID 6228—
Product4-[2-(4-Iodo-phenoxy)-acetylamino]-thiophene-3-carboxylic acid methyl esterHCID 6868733099.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-(3-chloro-propionylamino)-thiophene-3-carboxylic acid methyl ester ([51486-30-7], 2.0 g, 8.6 mmol) in dimethylformamide (30 mL) was added potassium carbonate (1.77 g, 12.8 mmol) and 4-iodophenol (2.26 g, 10.3 mmol) and the reaction mixture was then stirred overnight at 90° C. To the reaction mixture was added ethyl acetate (approximately 30 mL). The solid was filtered and washed with ethyl acetate. The filtrate was then reduced in vacuo and dissolved in dichloromethane (approximately 50 mL). The solution was filtered again over charcoal and to the filtrate was added isopropylether. After reducing the solution slowly in vacuo the solid was filtered to yield the title compound (3.57 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732452B2
Source datasetuspto-grants-2010_06
ORD IDord-359696935bbe465abbd89b8f25825cb3
Source noteuspto-grants-2010_06