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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282125Generated: November 2, 2026

Water → 5-Bromo-4-cyano-3-(2,4-dichlorophenyl)thiophene-2-carboxylic acid

https://huagongshe.com/reaction/2282125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-bromo-4-cyano-3-(2,4-dichlorophenyl)thiophene-2-carboxylateHCID 66855139—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-4-cyano-3-(2,4-dichlorophenyl)thiophene-2-carboxylic acidHCID 66855487—

Reaction Steps

Ethyl 5-bromo-4-cyano-3-(2,4-dichlorophenyl)thiophene-2-carboxylate (4.60 g, 0.0114 mol) was dissolved in Tetrahydrofuran (100 mL) and Water (20 mL) and 1.00 M of Sodium hydroxide in Water (34.1 mL, 0.0341 mol) was added The mixture was stirred at room temperature overnight. Reaction was quenched by addition of 1N HCl (36 mL), extracted with EA (3×), dried MgSO4, filtered and evaporated to give the product that was used without further purification (4.28 g, 100%). LCMS: (FA) ES−, 374, 376, 378. 1H NMR (400 MHz, d1-chloroform) δ: 7.52 (d, J=1.99 Hz, 1H), 7.35 (dd, J=8.28, 2.02 Hz, 1H), 7.21 (d, J=8.27 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139589B2
Source datasetuspto-grants-2015_09
ORD IDord-7492c3586c484938927121df55653202
Source noteuspto-grants-2015_09