4-Chloro-2-nitroaniline → 2-Bromo-4-chloro-6-nitrobenzenamine

HRID 1460739Notes

Reaction equation

HRID 1460739 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[Br:12]Br>C(O)(=O)C>[Br:12][C:7]1[C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=[C:2]([Cl:1])[CH:8]=1

Participants

4

Reactant 2

HCID 69794-Chloro-2-nitroanilineHCID 24408Bromine

Product 1

HCID 110648842-Bromo-4-chloro-6-nitrobenzenamineYield 81%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In glacial acetic acid, 51.8 g (300 mmoles) of 4-chloro-2-nitroaniline was reacted with 57.5 g (360 mmoles) of bromine to give 61.6 g (243 mmoles) of 6-bromo-4-chloro-2-nitroaniline.

Sources & evidence

ORD record
ord-2ade098f3c134d7ab47d072ce9466e48
Source dataset
uspto-grants-1991_12
Patent number
US05071995

Reaction notes

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