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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1473993Erstellt: 25. Oktober 2026

Diethyl Ether → N-(3-(Furan-3-ylmethoxy)-4-methylphenyl)thiazol-2-amine

https://huagongshe.com/reaction/1473993

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktCesium carbonateHCID 10796—
Edukt2-(Bromomethyl)furanHCID 4603765—
Edukt2-Methyl-5-(thiazol-2-ylamino)phenolHCID 86645029—
LösungsmittelAcetoneHCID 180—
ProduktN-(3-(Furan-3-ylmethoxy)-4-methylphenyl)thiazol-2-amineHCID 8664504254%

Reaktionsschritte

Following the general procedure for O-alkylation, Method B, a mixture of 2-methyl-5-(thiazol-2-ylamino)phenol (100 mg, 0.48 mmol) and Cs2CO3 (0.48 mmol) in acetone (4.4 mL) was treated with a freshly prepeared solution of 2-furylbromomethane in ether (0.53 mmol) at 0°. After 30 min the reaction was heated to RT. After 4 h, another 2-furylbromomethane (35 mg) were added and stirred for another 1.5 h. Reaction control by TLC showed full conversion after 6 h 40 min. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 3/1) in 54% yield (75 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09018209B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-574d7c37ea5e4f518fb933fb40857c8c
Quellennotizuspto-grants-2015_04