4-Nitrophenyldiazonium chloride → N-allyl-N-(2-hydroxyethyl)-4-(4'-nitrophenylazo)benzenamine

HRID 488040Notes

Reaction equation

HRID 488040 reaction equation
[CH2:1]([N:4]([CH2:11][CH2:12][OH:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH:2]=[CH2:3].[Cl-].[N+:15]([C:18]1[CH:23]=[CH:22][C:21]([N+:24]#[N:25])=[CH:20][CH:19]=1)([O-:17])=[O:16]>>[CH2:1]([N:4]([CH2:11][CH2:12][OH:13])[C:5]1[CH:10]=[CH:9][C:8]([N:25]=[N:24][C:21]2[CH:20]=[CH:19][C:18]([N+:15]([O-:17])=[O:16])=[CH:23][CH:22]=2)=[CH:7][CH:6]=1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 668504-Nitrophenyldiazonium chlorideHCID 19702677N-allyl-N-(2-hydroxyethyl)benzenamine

Product 1

HCID 19702708N-allyl-N-(2-hydroxyethyl)-4-(4'-nitrophenylazo)benzenamine

Procedure

N-allyl-N-(2-hydroxyethyl)benzenamine (7.1 g, 0.04 mol) is treated with a solution of p-nitrobenzenediazonium chloride, as discussed in Example 5, to provide N-allyl-N-(2-hydroxyethyl)-4-(4'-nitrophenylazo)benzenamine.

Sources & evidence

ORD record
ord-56383a62af294a39bbbf4460f60b0194
Source dataset
uspto-grants-1994_03
Patent number
US05298588

Reaction notes

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