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Benzenediazonium, 4-chloro-2-nitro-, chloride → 5-Chloro-2-[2-hydroxy-3-(4-methoxy-alpha-cumyl)-5-tert-butylphenyl]-2H-benzotriazole

HRID 1281068
Notes
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Reaction equation

HRID 1281068 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([C:10]2[CH:15]=[C:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:13]=[CH:12][C:11]=2[OH:20])([CH3:9])[CH3:8])=[CH:5][CH:4]=1.[Cl-].[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([N+:31]#[N:32])=[C:27]([N+:33]([O-])=O)[CH:26]=1>>[Cl:24][C:25]1[CH:30]=[CH:29][C:28]2=[N:31][N:32]([C:12]3[CH:13]=[C:14]([C:16]([CH3:17])([CH3:19])[CH3:18])[CH:15]=[C:10]([C:7]([C:6]4[CH:21]=[CH:22][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)([CH3:9])[CH3:8])[C:11]=3[OH:20])[N:33]=[C:27]2[CH:26]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 10420991Benzenediazonium, 4-chloro-2-nitro-, chlorideHCID 226643652-(4-Methoxy-alpha-cumyl)-4-tert-butylphenol

Product 1

HCID 226643595-Chloro-2-[2-hydroxy-3-(4-methoxy-alpha-cumyl)-5-tert-butylphenyl]-2H-benzotriazole

Procedure

Following the general procedure of Example 13, starting with the substituted phenol prepared in Example 3 and the diazonium salt prepared in Example 11, the title compound is prepared as a light yellow solid melting at 121-122° C. The structure is confirmed by 1Hnmr and mass spectroscopy analyses.

Sources & evidence

ORD record
ord-560772949bc14d79b20b6b310836b5ed
Source dataset
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06451887B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes