2-Nitrobenzenediazonium Bisulfate → 2-Nitro-2'-hydroxy-3'-(4-chloro-alpha-cumyl)-5'-tert-butylazobenzene

HRID 1281064Notes

Reaction equation

HRID 1281064 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-].[N+:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[N+:36]#[N:37])([O-:29])=[O:28]>>[N+:27]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[N:36]=[N:37][C:11]1[CH:12]=[C:13]([C:15]([CH3:16])([CH3:18])[CH3:17])[CH:14]=[C:9]([C:6]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:21][CH:20]=2)([CH3:8])[CH3:7])[C:10]=1[OH:19])([O-:29])=[O:28]

Participants

3

Reactant 2

HCID 124275962-Nitrobenzenediazonium BisulfateHCID 226643582-(4-Chloro-alpha-cumyl)-4-tert-butylphenol

Product 1

HCID 1356741082-Nitro-2'-hydroxy-3'-(4-chloro-alpha-cumyl)-5'-tert-butylazobenzene

Procedure

The title compound is prepared according to the method given in Example 12 using 45 g of 2-(4-chloro-α-cumyl)-4-tert-butylphenol prepared in Example 5 and 161 g of the diazonium salt solution (ca. 23%) prepared in Example 10. The desired compound is prepared in a yield of 70 g as a crimson viscous oil.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-0efaca3a06084129a5b5913ee167f023
Source dataset
uspto-grants-2002_09
Patent number
US06451887B1

Reaction notes

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