4-Nitrobenzonitrile → 4-Aminobenzylamine

HRID 580081Notes

Reaction equation

HRID 580081 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[N+](C1C=CC(C#N)=CC=1)([O-])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 120904-NitrobenzonitrileHCID 133964-AminobenzonitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 4278144-AminobenzylamineYield 37%

Procedure

p-Aminobenzonitrile derived from p-nitrobenzonitrile is reduced by lithium aluminum hydride and thus, p-aminobenzylamine is obtained with an yield of 37% (N. C. Brown et al, J. Wedicinal Chem., 20 1189 (1977)).

Sources & evidence

ORD record
ord-9b57145b245f4f93952b68ddbec64d41
Source dataset
uspto-grants-1988_06
Patent number
US04751328

Reaction notes

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