Benzenamine, 4-(4-fluorophenoxy)- → [4-(4-Fluoro-phenoxy)-phenyl]-(2-methyl-6-nitro-phenyl)-amine

HRID 222860

Reaction equation

HRID 222860 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].[F:12][C:13]1[CH:26]=[CH:25][C:16]([O:17][C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)=[CH:15][CH:14]=1.C([O-])(C)(C)C.[K+]>CS(C)=O>[F:12][C:13]1[CH:26]=[CH:25][C:16]([O:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:2]3[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][CH:5]=[CH:6][C:7]=3[CH3:8])=[CH:20][CH:19]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 147633Benzenamine, 4-(4-fluorophenoxy)-HCID 134709572-Fluoro-1-methyl-3-nitrobenzeneHCID 23665647Potassium tert-butoxide

Product 1

HCID 68837567[4-(4-Fluoro-phenoxy)-phenyl]-(2-methyl-6-nitro-phenyl)-amine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The product (790 mg) is obtained according to the method of stage 1 of Example 4, by using 900 μL of 2-fluoro-3-methyl-nitrobenzene and 2.6 g of 4-(4-fluoro-phenoxy)-phenylamine obtained in stage 2 of Example 5 in the presence of 2.36 g of potassium tert-butanolate in 80 mL of DMSO.

Sources & evidence

ORD record
ord-23473f25389845a294d96dba157a51d1
Source dataset
uspto-grants-2012_06
Patent number
US08207373B2

Linked notes

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