4-Bromoaniline → N-(4-bromophenyl)-2-nitroaniline

HRID 222857Notes

Reaction equation

HRID 222857 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[Br:11][C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1.C([O-])(C)(C)C.[K+]>CS(C)=O>[Br:11][C:12]1[CH:18]=[CH:17][C:15]([NH:16][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 78074-BromoanilineHCID 738951-Fluoro-2-nitrobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 12000290N-(4-bromophenyl)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (6.49 g) is obtained according to the method of stage 1 of Example 4, by using 3.73 mL of 2-fluoro-nitrobenzene and 7.31 g of 4-bromoaniline in the presence of 6.36 g of potassium tert-butanolate in 120 mL of DMSO.

Sources & evidence

ORD record
ord-ff8b1bc6869c4847892cf242936975a7
Source dataset
uspto-grants-2012_06
Patent number
US08207373B2

Reaction notes

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