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2-(2,4-Dinitrobenzylidene)-1-methylpyrrolidine → 2-(2,4-Diaminobenzyl)-1-methylpyrrolidine

HRID 1278086
Notes
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Reaction equation

HRID 1278086 reaction equation
[N+:1]([C:4]1[CH:16]=[C:15]([N+:17]([O-])=O)[CH:14]=[CH:13][C:5]=1[CH:6]=[C:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12])([O-])=O>C(O)C.[Pt].[H][H]>[NH2:1][C:4]1[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][C:5]=1[CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 14238142-(2,4-Dinitrobenzylidene)-1-methylpyrrolidine

Product 1

HCID 234525202-(2,4-Diaminobenzyl)-1-methylpyrrolidine

Reagents, catalysts & solvents 2

HCID 178506450HCID 178506450, compoundCatalystHCID 702EthanolSolvent

Procedure

Hydrogenate 3.0 g of 2-(2,4-dinitrobenzylidene)-1-methylpyrrolidine in 50 ml of ethanol with platinum/hydrogen. Filter the catalyst from the hydrogenated product and concentrate the filtrate to obtain the title compound as a yellowish viscous oil which decomposes rapidly in contact with air and under light.

Workup

  1. filtrationFilter the catalyst from the hydrogenated product
  2. concentrationconcentrate the filtrate

Sources & evidence

ORD record
ord-529fafc46ae54d1fad648daaa683c2dd
Source dataset
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04279918

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes