3-[(4-Methyl-2-nitrophenyl)amino]-1-propanol → 3-[(2-Amino-4-methylphenyl)amino]-1-propanol

HRID 258839Notes

Reaction equation

HRID 258839 reaction equation
[CH3:1][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]>[Pd].CO>[NH2:13][C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][C:5]=1[NH:8][CH2:9][CH2:10][CH2:11][OH:12]

Participants

5

Reactant 2

HCID 203855403-[(4-Methyl-2-nitrophenyl)amino]-1-propanolHCID 178418361HCID 178418361, compound

Product 1

HCID 203856153-[(2-Amino-4-methylphenyl)amino]-1-propanolYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 70 parts of 3-[(4-methyl-2-nitrophenyl)amino]-1-propanol and 400 parts of methanol is hydrogenated at normal pressure and at room temperature with 10 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated, yielding 54 parts (91%) of 3-[(2-amino-4-methylphenyl)amino]-1-propanol as a residue.

Workup

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

Sources & evidence

ORD record
ord-360bc56f6abe46688b8e0ddc9be8ee03
Source dataset
uspto-grants-1977_07
Patent number
US04035369

Reaction notes

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