Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17470Erstellt: 24. Oktober 2026

2-(Tributylstannyl)-1,3-thiazole → 7-Fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrile

https://huagongshe.com/de/reaction/17470

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-(Tributylstannyl)-1,3-thiazoleHCID 2763259—
Edukt2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 51041429—
Edukt2,6-Di-t-butylcresolHCID 66637192—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTolueneHCID 1140—
Produkt7-Fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrileHCID 6858442829,9%

Reaktionsbedingungen

Temperatur125 °C

Reaktionsschritte

2-Tri-n-butylstannylthiazole (392 mg, 1.05 mmol), dichlorobis(triphenylphosphine)palladium(II) (49.0 mg, 0.070 mmol) and 2,6-di-tert-butylcresol (30.7 mg, 0.14 mmol) were added to a toluene (20 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (200 mg, 0.698 mmol), followed by heating under reflux in an oil bath at 125° C. for 5 hours in an argon atmosphere. The solvent was evaporated away under reduced pressure, then the residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=9:1→2:1) to obtain the entitled compound (70.0 mg, 29.9%) as a pale yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737166B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-0047f5e8ceb241b98ab3b2476aa0cd4c
Quellennotizuspto-grants-2010_06