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P-Anisidine → (4-Methoxy-phenyl)-(2-methyl-6-nitro-phenyl)amine

HRID 222853
Notes
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Reaction equation

HRID 222853 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].[CH3:12][O:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1.C([O-])(C)(C)C.[K+]>CS(C)=O>[CH3:12][O:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][C:2]2[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][CH:5]=[CH:6][C:7]=2[CH3:8])=[CH:16][CH:15]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7732P-AnisidineHCID 134709572-Fluoro-1-methyl-3-nitrobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 67528647(4-Methoxy-phenyl)-(2-methyl-6-nitro-phenyl)amine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (487 mg) is obtained according to the method of stage 1 of Example 4, by using 1 g of 2-fluoro-3-methyl-nitrobenzene and 1.19 g of 4-methoxyaniline in the presence of 1.16 g of potassium tert-butanolate in 9 mL of DMSO.

Sources & evidence

ORD record
ord-9209797cbcbf4d25bd8c9c78cc271804
Source dataset
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08207373B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes