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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 559500Erstellt: 26. Oktober 2026

Benzimidazole → 4-(1H-Benzimidazol-2-yl)-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide

https://huagongshe.com/reaction/559500

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzimidazoleHCID 5798—
EduktTriphenylphosphineHCID 11776—
Edukt4-bromo-N-(1,3-thiazol-2-yl)benzene-1-sulfonamideHCID 669304—
KatalysatorCopper iodideHCID 83717—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelAcetoneHCID 180—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-(1H-Benzimidazol-2-yl)-N-(1,3-thiazol-2-yl)benzene-1-sulfonamideHCID 160399332,2%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Benzimidazole (0.313 mmol) and MgO (0.376 mmol) was stirred in 1,4-dioxane (2 mL) for 10 min. at room temp. To the solution, copper iodide (0.627 mmol), palladium acetate (0.016 mmol), triphenylphosphine (0.062 mmol), and 4-bromo-N-thiazol-2-yl-benzenesulfonamide (0.313 mmol) were added. The reaction was sealed and heated to 150° C. After 7 h the reaction was cooled to 120° C. and stirred overnight. The reaction was cooled to room temperature and diluted with acetone. The solution was filtered through Celite and concentrated in vacuo. The crude was purified by reverse phase chromatography to yield 4-(1H-benzoimidazol-2-yl)-N-thiazol-2-yl-benzenesulfonamide (0.007 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063080B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-0edeac393455446c8c1f13128fb177e6
Quellennotizuspto-grants-2011_11