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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 508919Erstellt: 27. Oktober 2026

1,4-Dichloro-2-iodobenzene → 5-(2-Chloro-6-fluorophenyl)-2-{4-[(2,5-dichlorophenyl)ethynyl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/508919

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,4-Dichloro-2-iodobenzeneHCID 122452—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt5-(2-chloro-6-fluorophenyl)-2-(4-ethynylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 136644858—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-(2-Chloro-6-fluorophenyl)-2-{4-[(2,5-dichlorophenyl)ethynyl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 13649247827,3%

Reaktionsschritte

The title compound was prepared according to the procedure described in Example-3 using 5-(2-chloro-6-fluorophenyl)-2-(4-ethynylphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (Intermediate-2, 0.100 g, 0.319 mmol), 1,4-dichloro-2-iodobenzene (0.130 g, 0.470 mmol), TBAF (0.201 g, 0.638 mmol), bis(triphenylphosphine)palladium(II) chloride (0.020 g, 0.028 mmol) and DMSO (3.0 mL). The obtained product was purified with column chromatography on silica gel eluting with 1.0% MeOH:DCM to afford 0.040 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 7.50-7.72 (m, 7H), 7.82 (s, 1H), 8.05 (d, J=8.7 Hz, 2H), 12.75 (br s, 1H). MS (m/z): 458.31 (M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096545B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-65b61e405ac24f51915f95192e57c3f2
Quellennotizuspto-grants-2015_08