3-((4-Chloro-2-nitrophenyl)amino)propan-1-ol → 3-((2-Amino-4-chlorophenyl)amino)propan-1-ol

HRID 46857Notes

Reaction equation

HRID 46857 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][CH2:11][OH:12])=[C:4]([N+:13]([O-])=O)[CH:3]=1.[H][H]>[Ni].C(O)C>[NH2:13][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[NH:8][CH2:9][CH2:10][CH2:11][OH:12]

Participants

5

Reactant 2

HCID 6039763-((4-Chloro-2-nitrophenyl)amino)propan-1-olHCID 178418361HCID 178418361, compound

Product 1

HCID 30173573-((2-Amino-4-chlorophenyl)amino)propan-1-ol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of 34.6 parts of 3-[(4-chloro-2-nitrophenyl)amino]-1-propanol and 320 parts of ethanol is hydrogenated at normal pressure and at room temperature with 8 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated, yielding 30 parts of 3-[(2-amino-4-chlorophenyl)amino]-1-propanol as an oily residue.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-0bb03012e0f74914bdd16c73f4774abe
Source dataset
uspto-grants-1979_11
Patent number
US04175129

Reaction notes

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