4-Bromoaniline → (4-Bromo-phenyl)-(2-methyl-6-nitro-phenyl)-amine

HRID 222864Notes

Reaction equation

HRID 222864 reaction equation
F[C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Br:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1.C([O-])(C)(C)C.[K+]>CS(C)=O>[Br:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:2]2[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][CH:5]=[CH:6][C:7]=2[CH3:8])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 78074-BromoanilineHCID 134709572-Fluoro-1-methyl-3-nitrobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 68836228(4-Bromo-phenyl)-(2-methyl-6-nitro-phenyl)-amine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (2.44 g) is obtained according to the method of stage 1 of Example 4, by using 1.8 g of 2-fluoro-3-methyl-nitrobenzene and 3 g of 4-bromo-aniline in the presence of 2.09 g of potassium tert-butanolate in 20 mL of DMSO.

Sources & evidence

ORD record
ord-121fe60eaae74f4bb15f4c20ccd382f0
Source dataset
uspto-grants-2012_06
Patent number
US08207373B2

Reaction notes

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