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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 43559Erstellt: 24. Oktober 2026

Water → Ethyl 2-(4-nitrophenyl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/de/reaction/43559

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium BicarbonateHCID 516892—
Edukt4-Nitrophenylboronic acidHCID 2773552—
EduktEthyl 2-bromothiazole-5-carboxylateHCID 3614103—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktEthyl 2-(4-nitrophenyl)-1,3-thiazole-5-carboxylateHCID 5340366054%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Water (5 mL) and 1,4-dioxane (5 mL) were added to 4-nitrophenylboronic acid (667 mg, 4 mmol), ethyl 2-bromo-1,3-thiazole-5-carboxylate (448 μL, 4 mmol), sodium bicarbonate (1.01 g, 12 mmol) and tetrakis(triphenylphosphine)palladium (462 mg, 0.4 mmol), and the mixture was stirred in a nitrogen atmosphere at 100° C. for 1.5 hours. Ethyl acetate was added to the reaction solution, and the organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1) to obtain 0.6 g of the title compound as a colorless solid (54%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536197B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-140d3066c5b543dbb493723739923163
Quellennotizuspto-grants-2013_09