HCID 20379503, compound → HCID 70611928, compound

HRID 2051682Notes

Reaction equation

HRID 2051682 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH:10]([CH3:17])[C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[C:5]([N+:18]([O-])=O)[CH:4]=1.[H][H]>[Ni].CO>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]([NH2:18])[C:6]([NH:9][CH:10]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH3:17])=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 20379503HCID 20379503, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70611928HCID 70611928, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 46 parts of N-(4-chloro-2-nitrophenyl)-α-methyl-3-pyridinemethanamine monohydrochloride and 400 parts of methanol is hydrogenated at normal pressure and at room temperature with 5 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 41.5 parts (100%) of 4-chloro-N1 -[1-(3-pyridinyl)ethyl]-1,2-benzenediamine monohydrochloride as a residue.

Workup

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

Sources & evidence

ORD record
ord-21764919b59544ccb2724f7c0d388999
Source dataset
uspto-grants-1980_01
Patent number
US04181802

Reaction notes

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