Water → 2-(2-hydroxy-3,5-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide

HRID 2166263Notes

Reaction equation

HRID 2166263 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[N:11]=[N:12][C:13]1[CH:18]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:16]=[C:15]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:14]=1O)([O-])=O.C1C2C(=O)C3C(=CC=CC=3)C=2C=CC=1.[OH-:42].[Na+].N(C1C=CC=CC=1)=NC1C=CC=CC=1.[OH2:58]>C(O)(C)C>[OH:42][C:14]1[C:15]([C:23]([CH3:26])([CH3:24])[CH3:25])=[CH:16][C:17]([C:19]([CH3:22])([CH3:20])[CH3:21])=[CH:18][C:13]=1[N:12]1[N+:11]([O-:58])=[C:5]2[CH:6]=[CH:7][C:8]([Cl:10])=[CH:9][C:4]2=[N:1]1

Participants

7

Reactant 5

HCID 962WaterHCID 2272AzobenzeneHCID 10241FluorenoneHCID 14798Sodium HydroxideHCID 1041124,6-Di(tert-butyl)-2-((4-chloro-2-nitrophenyl)azo)phenol

Product 1

HCID 141494712-(2-hydroxy-3,5-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2-nitro-4-chloro-2'-hydroxy-3',5'-di-t-butylazobenzene 26.0 g and 9-fluorenone 2.0 g were added to a mixture of isopropyl alcohol 80 g, water 14 g and 97% sodium hydroxide 11.0 g, and the resultant mixture was stirred at the boiling point of 79° C. for 8 hours to effect reaction, thus almost all of the azobenzene having disappeared to produce 2-(2-hydroxy-3,5-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide. Thus, the reaction of Process (b) was completed.

Workup

  1. customreaction

Sources & evidence

ORD record
ord-0a25aa18a1884629b5592a145ab5bdc8
Source dataset
uspto-grants-1990_07
Patent number
US04943637

Reaction notes

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