HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 59564Erstellt: 23. Oktober 2026
Acetonitrile → N-(4-Chloro-3-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)benzyl)-2-methylpropane-2-sulfonamide
https://huagongshe.com/de/reaction/59564
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Sodium periodate | HCID 23667635 | — |
| Edukt | N-(4-Chloro-3-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)benzyl)-2-methylpropane-2-sulfinamide | HCID 136492443 | — |
| Katalysator | Ruthenium trichloride | HCID 61850 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | N-(4-Chloro-3-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)benzyl)-2-methylpropane-2-sulfonamide | HCID 136246115 | 25,9% |
Reaktionsschritte
To a solution of N-(4-chloro-3-(5-oxo-1-(4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-1,2,4-triazol-3-yl)benzyl)-2-methylpropane-2-sulfinamide (Intermediate-144, 0.075 g, 0.158 mmol) in mixture of DCM:acetonitrile:water (0.2 ml:0.2 mL:0.3 mL), sodium periodate (0.050 g, 0.238 mmol) and ruthenium chloride (0.001 g, 0.003 mmol) were added and the reaction mass was stirred at RT for 4 h. After completion of the reaction the reaction mass was filtered through celite bed and extracted with DCM. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated. The obtained product was purified with column chromatography on neutral alumina eluting with 10% MeOH:DCM to afford 0.020 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 1.30 (s, 9H), 4.31 (d, J=6.0 Hz, 2H), 7.55-7.71 (m, 4H), 7.86 (d, J=8.7 Hz, 2H), 8.19 (d, J=9.0 Hz, 2H), 12.71 (s, 1H). MS (m/z): 489.04 (M-f-H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09439890B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-c64569c8395d4aaea11e0cf975556bd3 |
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| Quellennotiz | uspto-grants-2016_09 |
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