Ammonia → N1-[3-(Trifluoromethyl)phenyl]-1,3-propanediamine

HRID 484507Notes

Reaction equation

HRID 484507 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([NH:9][CH2:10][CH2:11][C:12]#[N:13])[CH:6]=[CH:7][CH:8]=1.N.[H][H]>[Ni].CO>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[C:5]([NH:9][CH2:10][CH2:11][CH2:12][NH2:13])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 459422HCID 459422, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14989230N1-[3-(Trifluoromethyl)phenyl]-1,3-propanediamineYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 13.6 parts of 3-[[3-(trifloromethyl)phenyl]amino]propanenitrile and 400 parts of methanol saturated with ammonia was hydrogenated at normal pressure and at a temperature below 20° C. with 3 parts of Raney Nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 13 parts (100%) of N1 -[3-(trifluoromethyl)phenyl]-1,3-propanediamine as a residue (int. 106).

Workup

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

Sources & evidence

ORD record
ord-334f50cd6a6148edae2ade3e5eedcb59
Source dataset
uspto-grants-1993_07
Patent number
US05231184

Reaction notes

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