1-Propanol, 3-[[2-nitro-4-(trifluoromethyl)phenyl]amino]- → 3-{[2-Amino-4-(trifluoromethyl)phenyl]amino}-1-propanol

HRID 971723Notes

Reaction equation

HRID 971723 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[NH:14][CH2:15][CH2:16][CH2:17][OH:18])([O-])=O.[H][H]>[Ni].CO>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:13])[F:11])[CH:7]=[CH:6][C:5]=1[NH:14][CH2:15][CH2:16][CH2:17][OH:18]

Participants

5

Reactant 2

HCID 28475091-Propanol, 3-[[2-nitro-4-(trifluoromethyl)phenyl]amino]-HCID 178418361HCID 178418361, compound

Product 1

HCID 203855523-{[2-Amino-4-(trifluoromethyl)phenyl]amino}-1-propanolYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 141 parts of 3-{[2-nitro-4-(trifluoromethyl)phenyl]amino}-1-propanol and 1200 parts of methanol is hydrogenated at normal pressure and at room temperature with 15 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding 110 parts (100%) of 3-{[2-amino-4-(trifluoromethyl)phenyl]amino}-1-propanol.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from 2,2'-oxybispropane

Sources & evidence

ORD record
ord-8b7c6f4f67a941bc8aaf7d7840f58373
Source dataset
uspto-grants-1979_07
Patent number
US04160836

Reaction notes

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