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

Participants

Reaction Conditions

Reaction Steps

Water 70 ml, 97% sodium hydroxide 5.2 g, 2-nitro-2'-hydroxy-5'-methylazobenzene 12.9 g and toluene 10 ml were mixed and heated to 60° C. After stirring, hydroquinone 0.6 g was added and glucose 5.0 g was added to the mixture over one hour at 40° to 45° C. The mixture was further stirred for two hours, and the azobenzene disappeared, thus Process (b) being completed. The reaction liquor was neutralized with 62% sulfuric acid 5.8 g, and was cooled to 20° C. to precipitate a crystal. The crystal thus precipitated was separated by 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.).

Provenance & Evidence