1-Fluoro-2-nitrobenzene → (4-Benzyl-phenyl)-(2-nitro-phenyl)-amine

HRID 222861

Reaction equation

HRID 222861 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH2:11]([C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(C)(C)C.[K+]>CS(C)=O>[CH2:11]([C:18]1[CH:19]=[CH:20][C:21]([NH:22][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])=[CH:23][CH:24]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 738951-Fluoro-2-nitrobenzeneHCID 136914Benzenamine, 4-(phenylmethyl)-HCID 23665647Potassium tert-butoxide

Product 1

HCID 68835250(4-Benzyl-phenyl)-(2-nitro-phenyl)-amine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (621 mg) is obtained according to the method of stage 1 of Example 4, by using 958 μL of 2-fluoro-nitrobenzene and 2 g of 4-benzylaniline in the presence of 1.63 of potassium tert-butanolate in 30 mL of DMSO.

Sources & evidence

ORD record
ord-c1cf03c570e242349e5f3e30261ab160
Source dataset
uspto-grants-2012_06
Patent number
US08207373B2

Linked notes

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