Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1268137Erstellt: 26. Oktober 2026

2,4-Hexadienoyl chloride → trans-N-[2-(4-Phenylethynylbenzamido)benzenesulfonyl]-2,4-hexadienamide

https://huagongshe.com/reaction/1268137

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4-Hexadienoyl chlorideHCID 565380—
Edukt4-Phenylethynyl-N-(2-sulfamoylphenyl)benzamideHCID 12043043—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelTetrahydrofuranHCID 8028—
Produkttrans-N-[2-(4-Phenylethynylbenzamido)benzenesulfonyl]-2,4-hexadienamideHCID 8658910148%

Reaktionsschritte

In a stream of nitrogen and at 0° C., 0.10 ml (0.96 mmol) of 2,4-hexadienoyl chloride was added to an anhydrous tetrahydrofuran (10 ml) solution containing 300 mg (0.80 mmol) of 4-phenylethynyl-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 10 and 195 mg (1.60 mmol) of 4-dimethylaminopyridine, the mixture was stirred at room temperature for 1 hour and then the solvent was evaporated under a reduced pressure. The resulting residue was dissolved in ethyl acetate, washed with water, a potassium hydrgensulfate aqueous solution and saturated brine in that order and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The thus formed crude crystals were recrystallized from methanol to obtain 180 mg (yield: 48.0%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06555584B1
Quelldatensatzuspto-grants-2003_04
ORD IDord-b2d1a8e90dff406aa95a2c9993fc90b3
Quellennotizuspto-grants-2003_04