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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2,4-Hexadienoyl chloride | HCID 565380 | — |
| Edukt | 4-Phenylethynyl-N-(2-sulfamoylphenyl)benzamide | HCID 12043043 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | trans-N-[2-(4-Phenylethynylbenzamido)benzenesulfonyl]-2,4-hexadienamide | HCID 86589101 | 48% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06555584B1 |
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| Quelldatensatz | uspto-grants-2003_04 |
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| ORD ID | ord-b2d1a8e90dff406aa95a2c9993fc90b3 |
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| Quellennotiz | uspto-grants-2003_04 |
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