Azobenzene → 2-Nitro-2'-hydroxy-3',5'-bis(tert-amyl)azobenzene

HRID 1763172

反応式

HRID 1763172 の反応式
[OH-].[Na+].[N+:3]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[N:13]=[N:14][C:15]1[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:16]=1[OH:26])([O-:5])=[O:4].ClC1C(=O)[C:30]2[C:35]([C:36](=[O:39])[C:37]=1Cl)=[CH:34]C=CC=2.C1[C:53]2C(=O)C3[C:46](=CC=CC=3)[C:45]=2[CH:44]=[CH:43]C=1.O=[CH:56][C@@H:57]([C@H:59]([C@@H:61]([C@@H:63]([CH2:65]O)[OH:64])O)O)O.N(C1C=CC=CC=1)=NC1C=CC=CC=1>CO.O>[OH:26][C:16]1[C:17]([C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:18][C:19]([CH3:21])=[CH:20][C:15]=1[N:14]1[N+:13]([O-:39])=[C:7]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:6]2=[N:3]1.[N+:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:13]=[N:14][C:61]1[CH:59]=[C:57]([C:45]([CH2:44][CH3:43])([CH3:46])[CH3:53])[CH:56]=[C:65]([C:35]([CH2:36][CH3:37])([CH3:34])[CH3:30])[C:63]=1[OH:64])([O-:5])=[O:4]

参加物

10

反応物 6

HCID 2272AzobenzeneHCID 8342DichloneHCID 10241FluorenoneHCID 14798Sodium HydroxideHCID 89771Phenol, 2-[2-(4-chloro-2-nitrophenyl)diazenyl]-6-(1,1-dimethylethyl)-4-methyl-HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

生成物 2

HCID 1041112-Nitro-2'-hydroxy-3',5'-bis(tert-amyl)azobenzeneHCID 141494702-(2-hydroxy-3-t-butyl-5-methylphenyl)-5-chlorobenzotriazole-N-oxide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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 8 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, thus Process (b) being completed.

後処理

  1. stirringthe mixture was stirred for one hour at the same temperature

出典と根拠

ORDレコード
ord-cb3d7025176148278393ab61baeb5788
出典データセット
uspto-grants-1989_05
特許番号
US04835284

関連ノート

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