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HCID 20037878, compound → N1-(3-Pyridinylmethyl)-1,2-benzenediamine

HRID 2051679
Notes
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Reaction equation

HRID 2051679 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][CH2:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)([O-])=O.[H][H]>[Ni].CO>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([CH2:11][NH:10][C:5]2[C:4]([NH2:1])=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 20037878HCID 20037878, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22184587N1-(3-Pyridinylmethyl)-1,2-benzenediamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 33 parts of N-(2-nitrophenyl)-3-pyridine-methanamine and 480 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 33 parts of N-(3-pyridinylmethyl)-1,2-benzenediamine as a residue.

Workup

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

Sources & evidence

ORD record
ord-b15bc2b0d6b849d191e881013cda5b62
Source dataset
uspto-grants-1980_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04181802

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes