2,4-Dicumylphenol → 5-Chloro-2-[2'-hydroxy-3',5'-di(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole

HRID 1447103Notes

Reaction equation

HRID 1447103 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[N:9][C:10]2[CH:15]=[C:14]([C:16]([CH3:24])([CH3:23])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:13]=[C:12]([C:25]([CH3:33])([CH3:32])[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:11]=2O)=[C:4]([N+:35]([O-])=O)[CH:3]=1.[N+](C1C=CC=CC=1N=NC1C=C(C(C)(C)C2C=CC=CC=2)C=C(C(C)(C)C2C=CC=CC=2)C=1O)([O-])=[O:39].CC(C1C=C(C(C)(C)C2C=CC=CC=2)C=CC=1O)(C)C1C=CC=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2=[N:8][N:9]([C:10]3[CH:11]=[C:12]([C:25]([CH3:33])([CH3:32])[C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=4[OH:39])[CH:13]=[C:14]([C:16]([CH3:23])([CH3:24])[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[N:35]=[C:4]2[CH:3]=1

Participants

4

Reactant 3

HCID 760132,4-Dicumylphenol2×HCID 1168102,4-Bis(1-methyl-1-phenylethyl)-6-[2-(2-nitrophenyl)diazenyl]phenolHCID 1355888124-Chloro-2-nitro-2'-hydroxy-3',5'-di-(alpha,alpha-dimethylbenzyl)azobenzene

Product 1

HCID 867372465-Chloro-2-[2'-hydroxy-3',5'-di(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazoleYield 70%

Procedure

When, using the general procedure of Example 3, the amount of 4-chloro-2-nitro-2'-hydroxy-3',5'-di-(α,α-dimethylbenzyl)azobenzene was substituted for 2-nitro-2'-hydroxy-3',5'-di-(α,α-dimethylbenzyl)azobenzene, the above-named compound was prepared in a yield of 70.0% as light tan crystals melting at 160°-161° C. (Compound 2)

Sources & evidence

ORD record
ord-8802610002d740feaa4b6c06f034c3b9
Source dataset
uspto-grants-1982_02
Patent number
US04315848

Reaction notes

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