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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892864Generated: October 29, 2026

4-Chlorophenol → HCID 15310189, compound

https://huagongshe.com/reaction/892864

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-bromothiazole-5-carboxylateHCID 3614103—
SolventDimethyl SulfoxideHCID 679—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 15310189HCID 15310189—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 4-chlorophenol (4.24 g, 33 mmol) in DMSO (100 mL) was added sodium hydride (857 mg of a 97% dry sample, 34.65 mmol) and the mixture was stirred for 20 mins. Ethyl 2-bromo-5-thiazolecarboxylate (7.79 g, 33 mmol) was then added as a solution in DMSO (10 mL) and the reaction was heated at 150° C. for 18 hrs. It was then cooled to r.t., diluted with brine (150 mL) and extracted with ethylacetate (3×150 mL). The organics were combined, dried with MgSO4 and concentrated to afford ethyl 2-(4-chlorophenoxy)-5-thiazolecarboxylate which was used as is.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05120752
Source datasetuspto-grants-1992_06
ORD IDord-3afe546b2d4245919c2611b574ee18df
Source noteuspto-grants-1992_06