4-Nitrobenzonitrile → 4-Aminobenzylamine

HRID 1111251Notes

Reaction equation

HRID 1111251 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

A process wherein p-aminobenzonitrile derived from p-nitrobenzonitrile is reduced with lithium aluminum hydride to obtain p-aminobenzylamine (yield: 37%) (N.C. Brown et al, J. Medicinal Chem., 20, 1189 (1977)).

Sources & evidence

ORD record
ord-e3a2a10ac010490e83e0865b4026232a
Source dataset
uspto-grants-1990_12
Patent number
US04978792

Reaction notes

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