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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 219920Erstellt: 24. Oktober 2026

Oxalyl chloride → 4-{5-[3-Methoxy-4-(4-methyl-3-thienyl)phenyl]-1,2,4-oxadiazol-3-yl}benzenesulfonamide

https://huagongshe.com/de/reaction/219920

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
Eduktp-CyanobenzenesulphonamideHCID 76566—
EduktDiisopropylethylamineHCID 81531—
EduktN-hydroxy-4-sulfamoylbenzene-1-carboximidamideHCID 612025—
Edukt3-Methoxy-4-(4-methyl-3-thienyl)benzoic acidHCID 59495795—
Produkt4-{5-[3-Methoxy-4-(4-methyl-3-thienyl)phenyl]-1,2,4-oxadiazol-3-yl}benzenesulfonamideHCID 25256385—

Reaktionsschritte

Oxalyl chloride (123 mL; 1.45 mmol), Intermediate 8 (120 mg; 0.48 mmol), 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (104 mg; 05 mmol, 1 eq.) and DIEA (250 mL; 1.45 mmol) were reacted according to the procedure described for Example 38. Purification by recrystallisation from DCM/n-pentane afforded the title compound as a white solid. LC/MS (Method A): 426.3 (M−H)−. HPLC (Method A) Rt 4.93 min (purity 89.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202865B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-774060a7a7be4ac19a13f0ed6b2007ab
Quellennotizuspto-grants-2012_06