4-Trifluoromethyl-2-nitrobenzenediazonium Bisulfate → 5-Trifluoromethyl-2-[2-hydroxy-3-(4-chloro-alpha-cumyl)-5-tert-butylphenyl]-2H-benzotriazole

HRID 392562Notes

Reaction equation

HRID 392562 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:9]2[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:12]=[CH:11][C:10]=2[OH:19])([CH3:8])[CH3:7])=[CH:4][CH:3]=1.S(=O)(=O)(O)[O-].[F:27][C:28]([F:41])([F:40])[C:29]1[CH:34]=[CH:33][C:32]([N+:35]#[N:36])=[C:31]([N+:37]([O-])=O)[CH:30]=1>>[F:27][C:28]([F:41])([F:40])[C:29]1[CH:34]=[CH:33][C:32]2=[N:35][N:36]([C:11]3[CH:12]=[C:13]([C:15]([CH3:16])([CH3:18])[CH3:17])[CH:14]=[C:9]([C:6]([C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:21][CH:20]=4)([CH3:8])[CH3:7])[C:10]=3[OH:19])[N:37]=[C:31]2[CH:30]=1

Participants

3

Reactant 2

HCID 111861204-Trifluoromethyl-2-nitrobenzenediazonium BisulfateHCID 226643582-(4-Chloro-alpha-cumyl)-4-tert-butylphenol

Product 1

HCID 226643575-Trifluoromethyl-2-[2-hydroxy-3-(4-chloro-alpha-cumyl)-5-tert-butylphenyl]-2H-benzotriazole

Procedure

Following the general procedure of Example 13, starting with the substituted phenol prepared in Example 5 and the diazonium salt prepared in Example 8, the title compound is prepared as a light yellow solid melting at 129-132° C. The structure is confirmed by 1Hnmr, 19Fnmr and mass spectroscopy analyses.

Sources & evidence

ORD record
ord-ab6893e0d0ca46e1aa1fcbb609c52d08
Source dataset
uspto-grants-2004_10
Patent number
US06800676B2

Reaction notes

Loading…