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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29495Erstellt: 23. Oktober 2026

Hydrochloric Acid → 4'-[(Benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonic acid

https://huagongshe.com/de/reaction/29495

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktBenzofuran-2-carboxylic acidHCID 10331—
EduktOxalyl chlorideHCID 65578—
EduktDiisopropylethylamineHCID 81531—
Edukt4-Biphenylsulfonic acid, 4'-amino-HCID 95799—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4'-[(Benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonic acidHCID 8605886385,8%

Reaktionsschritte

Benzofuran-2-carboxylic acid (310 mg, 1.9 mmol) was mixed with 3 ml of oxalyl chloride and refluxed for 1 h in the presence of a catalytic amount of DMF, then the excess oxalyl chloride was removed by vacuum. The residue was dissolved in 4 ml of dichloromethane and was added to a mixture of 400 mg (1.6 mmol) of 4′-amino-biphenyl-4-sulfonic acid, N,N-diisopropylethylamine (0.92 ml, 4 eq) and 4 ml of THF in an ice/water bath. The mixture was stirred at room temperature for 4 h. The reaction mixture was mixed with 2N HCl and in the process a suspension formed. The solid was collected by centrifugation and was washed with chloroform and 2N HCl to provide 540 mg of 4′-[(benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonic acid, obtained as pale brown solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07420001B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-9819ee79efa94489b7bfb2daf8fac508
Quellennotizuspto-grants-2008_09