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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74298Erstellt: 25. Oktober 2026

Acetic Acid → 2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazole

https://huagongshe.com/reaction/74298

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktMethanolHCID 887—
EduktSodium BicarbonateHCID 516892—
Edukt2-(2-(4-Methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazoleHCID 67498451—
KatalysatorIronHCID 23925—
LösungsmittelChloroformHCID 6212—
Produkt2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazoleHCID 6749856718,2%

Reaktionsschritte

To 2-(2-(4-methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazole (see Working Example 113-2) (367 mg, 0.910 mmol) was added iron powder (102 mg, 1.82 mmol), 10% aqueous acetic acid (5 mL) and methanol (7 mL), and this was heated to reflux for 16 hours. After the reaction solution was cooled, saturated aqueous sodium hydrogen carbonate solution and chloroform were added, this was filtered through Celite, and the filtrate obtained was extracted. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (61.8 mg, 18% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829035B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e4345ba1d1c04e26b9671a58bffa3f66
Quellennotizuspto-grants-2014_09