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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 257650Erstellt: 24. Oktober 2026

Hydroquinone → 2-(2-hydroxy-5-methylphenyl)benztriazole N-oxide

https://huagongshe.com/de/reaction/257650

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydroquinoneHCID 785—
EduktSulfuric AcidHCID 1118—
EduktAzobenzeneHCID 2272—
EduktSodium HydroxideHCID 14798—
Edukt4-Methyl-2-[2-(2-nitrophenyl)diazenyl]phenolHCID 74029—
Edukt(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt2-(2-hydroxy-5-methylphenyl)benztriazole N-oxideHCID 1321464699,2%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Example 5 of EP 0,257,151 is duplicated. Water (70 ml), 97% sodium hydroxide (5.2 g), 2-nitro-2'-hydroxy-5'-methylazobenzene (12.9 g) and toluene (10 ml) are mixed and heated to 60° C. After stirring, hydroquinone (0.6 g) is added, and glucose (5.0 g) is added to the mixture over one hour at 40° to 45° C. The mixture is further stirred two hours, and the azobenzene disappears. The reaction liquor is neutralized with 62% sulfuric acid (5.8 g), and is cooled to 20° C. to precipitate a crystal. The crystal thus precipitated is separated filtration to obtain a wet product 12 g of 2-(2'-hydroxy-5'-methylphenyl)benzotriazole-N-oxide (dry weight 10.8 g, yield: 90.0%, and melting point: 138° to 140° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05262541
Quelldatensatzuspto-grants-1993_11
ORD IDord-f8ab98d1deec4391a4f841f3ff10dc4a
Quellennotizuspto-grants-1993_11