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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649894Generated: October 25, 2026

Water → Ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate

https://huagongshe.com/reaction/649894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4-DifluoronitrobenzeneHCID 67967—
ReactantEthyl 2-amino-1-benzothiophene-3-carboxylateHCID 699464—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylateHCID 1842231744.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

Ethyl 2-aminobenzo[b]thiophene-3-carboxylate (69.3 g) and 2,4-difluoronitrobenzene (50 g) were dissolved in dimethyl sulfoxide (550 ml) and heated to 50° C. Thereto was added potassium carbonate (63 g) and the mixture was stirred at 100° C. for 70 min. After cooling, the reaction mixture was allowed to cool to 70° C. and poured into water (2.5 L). The reaction mixture was allowed to stand still, and filtered. The filtrated orange crystals were washed with ethyl acetate to give ethyl 2-(5-fluoro-2-nitroanilino)benzo[b]thiophene-3-carboxylate (50.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06271225B1
Source datasetuspto-grants-2001_08
ORD IDord-81c6691c52ce497596d581f65bc3fe64
Source noteuspto-grants-2001_08