Ammonia → (4-Aminomethyl-phenyl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

HRID 1428214Notes

Reaction equation

HRID 1428214 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[C:5]([C:18]([F:21])([F:20])[F:19])[CH:4]=1.N>CO.[Ni]>[NH2:15][CH2:14][C:13]1[CH:12]=[CH:11][C:10]([NH:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[C:18]([F:19])([F:20])[F:21])=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 667658264-(4-Methoxy-2-trifluoromethyl-phenylamino)-benzonitrile

Product 1

HCID 66765571(4-Aminomethyl-phenyl)-(4-methoxy-2-trifluoromethyl-phenyl)-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

3.7 g (12.7 mmol) of 4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile were hydrogenated in a 7N solution of ammonia in methanol (100 mL) with the addition of Raney nickel at ambient temperature. After the catalyst had been filtered off and the solvent distilled off, the crude product thus obtained was reacted further without purification.

Workup

  1. filtrationAfter the catalyst had been filtered off
  2. distillationthe solvent distilled off

Sources & evidence

ORD record
ord-ba359a48b5cd4297b44ae174ad0da289
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

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