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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 990197Erstellt: 25. Oktober 2026

Thiophenol → 5-phenylthio-2-(2-hydroxy-3-alpha-cumyl-5-tert-octylphenyl)-2H-benzotriazole

https://huagongshe.com/reaction/990197

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThiophenolHCID 7969—
EduktN-methyl-2-pyrrolidoneHCID 13387—
EduktPotassium HydroxideHCID 14797—
Edukt5-chloro-2-(2-hydroxy-3-alpha-cumyl-5-tertoctylphenyl)-2H-benzotriazoleHCID 21885009—
LösungsmittelWaterHCID 962—
Produkt5-phenylthio-2-(2-hydroxy-3-alpha-cumyl-5-tert-octylphenyl)-2H-benzotriazoleHCID 1867283794,7%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a stirred mixture of 75 g of 5-chloro-2-(2-hydroxy-3-α-cumyl-5-tert-octyl-phenyl)-2H-benzotriazole and 105 g of N-methylpyrrolidone heated at 90° C. is added first 44.3 g of 45% aqueous potassium hydroxide solution over a 15-minute period then 20.4 g of thiophenol over another 15 minutes. The reaction mixture is then heated at 170-175° C. for four hours with water being removed by distillation. After cooling to 100° C., xylene and water are added and the resultant mixture is made acidic with 15% aqueous hydrogen chloride solution. The organic layer is separated and washed with water and then concentrated. The crude product residue is recrystallized from methanol to yield 82 g of the title compound as a pale yellow solid melting at 124-125° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06458872B1
Quelldatensatzuspto-grants-2002_10
ORD IDord-dac71d15fd6d4e2d80c19154bfcee252
Quellennotizuspto-grants-2002_10