HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 83741Erstellt: 24. Oktober 2026
Triethylamine → 1-benzo[1,3]dioxol-5-yl-N-[3-[4-(methylsulfamoyl)phenyl]phenyl]-cyclopropane-1-carboxamide
https://huagongshe.com/de/reaction/83741
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-(Benzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride | HCID 59129154 | — |
| Edukt | 3'-amino-N-methylbiphenyl-4-sulfonamide | HCID 59206191 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-benzo[1,3]dioxol-5-yl-N-[3-[4-(methylsulfamoyl)phenyl]phenyl]-cyclopropane-1-carboxamide | HCID 59205975 | — |
Reaktionsschritte
To a solution of 1-benzo[1,3]dioxol-5-yl-cyclopropanecarbonyl chloride (0.97 mmol) in CH2Cl2 (3 mL) at ambient temperature was added a solution of 3′-amino-N-methylbiphenyl-4-sulfonamide (0.25 g, 0.97 mmol), Et3N (0.68 mL, 4.9 mmol), DMAP (0.050 g, 0.058 mmol), and CH2Cl2 (1 mL) dropwise. The mixture was allowed to stir for 16 h before it was diluted with CH2Cl2 (50 mL). The solution was washed with 1N HCl (2×25 mL), sat. aq. NaHCO3 (2×25 mL), then brine (25 mL). The organics were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (5-25% EtOAc/hexanes) to provide 1-benzo[1,3]dioxol-5-yl-N-[3-[4-(methylsulfamoyl)phenyl]phenyl]-cyclopropane-1-carboxamide as a white solid. ESI-MS m/z calc. 450.5. found 451.3 (M+1)+. Retention time of 3.13 minutes.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846753B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-da1b5c003f0b493a90c8d2892d7f5a63 |
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| Quellennotiz | uspto-grants-2014_09 |
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