4-Bromo-3-methylaniline → HCID 68834542, compound

HRID 222867Notes

Reaction equation

HRID 222867 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][C:14]=1[CH3:20].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][C:14]=1[CH3:20]

Participants

5

Reactant 3

HCID 233594-Bromo-3-methylanilineHCID 134709572-Fluoro-1-methyl-3-nitrobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 68834542HCID 68834542, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (3.90 g) is obtained according to the method of stage 1 of Example 4, by using 2.78 g of 2-fluoro-3-methyl-nitrobenzene and 5 g of 4-bromo-3-methyl-aniline in the presence of 3.22 g of potassium tert-butanolate in 70 mL of DMSO.

Sources & evidence

ORD record
ord-43967eee691140309b596692c331f89e
Source dataset
uspto-grants-2012_06
Patent number
US08207373B2

Reaction notes

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