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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 469449Erstellt: 24. Oktober 2026

Sodium Hydroxide → 2-(2-Carbamoylthiophen-3-ylamino)-2-phenylacetic acid

https://huagongshe.com/de/reaction/469449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktEthyl bromophenylacetateHCID 97780—
Edukt3-Aminothiophene-2-carboxamideHCID 518993—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(2-Carbamoylthiophen-3-ylamino)-2-phenylacetic acidHCID 5855698970,4%

Reaktionsschritte

A solution of ethyl 2-bromo-2-phenylacetate (349 μl, 2.00 mmol) and 3-aminothiophene-2-carboxamide (284 mg, 2.00 mmol) in acetonitrile (2 ml) was heated under microwave irradiation at 100° C. for 1 hour. Acetonitrile was evaporated, and the residue was dissolved in EtOH (2 ml). Sodium hydroxide (80 mg, 2.00 mmol) was added, and the reaction mixture was stirred at room temperature for 24 hours. Then ethanol was evaporated, and the residue was taken up with water and washed with EtOAc. The pH of the aqueous phase was adjusted to 3 with HCl, and product was extracted with EtOAc. The organic phase was dried over Na2SO4, filtered and evaporated to dryness to obtain 2-(2-carbamoylthiophen-3-ylamino)-2-phenylacetic acid (389 mg, 70% yield), which was used in the next step without any further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08629160B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-e9f8c34ea1a948a480eff70d7cb1f441
Quellennotizuspto-grants-2014_01