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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763181Generated: October 26, 2026

Azobenzene → 2-(2-hydroxy-3-t-butyl-5-methylphenyl)-5-chlorobenzotriazole-N-oxide

https://huagongshe.com/reaction/1763181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobenzeneHCID 2272—
ReactantDichloneHCID 8342—
ReactantFluorenoneHCID 10241—
ReactantSodium HydroxideHCID 14798—
ReactantPhenol, 2-[2-(4-chloro-2-nitrophenyl)diazenyl]-6-(1,1-dimethylethyl)-4-methyl-HCID 89771—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-(2-hydroxy-3-t-butyl-5-methylphenyl)-5-chlorobenzotriazole-N-oxideHCID 14149470—

Reaction Steps

97% sodium hydroxide 8.2 g was added and dissolved in a mixture of methanol 60 ml and water 20 ml. 2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-methylazobenzene 11.6 g was then added to the resultant solution at 50° to 60° C. over 30 minutes while stirring, and thereafter 2,3-dichloro-1,4-naphthoquinone 0.3 g and 9-fluorenone 0.4 g were added to the solution. Glucose 4 g was then added to the resultant mixture at 40° to 50° C. over two hours, and the mixture was stirred for one hour at the same temperature. As this result, almost all of the azobenzene disappeared to produce 2-(2'-hydroxy-3'-t-butyl-5'-methylphenyl)-5-chlorobenzotriazole-N-oxide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835284
Source datasetuspto-grants-1989_05
ORD IDord-ac06adbe2c7f48489253bb102ad6ed39
Source noteuspto-grants-1989_05