Benzenamine, 4-methyl-N-(4-nitrophenyl)- → N1-(p-Tolyl)benzene-1,4-diamine

HRID 456863Notes

Reaction equation

HRID 456863 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1>C(O)C.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 94859Benzenamine, 4-methyl-N-(4-nitrophenyl)-

Product 1

HCID 4764072N1-(p-Tolyl)benzene-1,4-diamineYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Reduction of the nitro function of N-(4-methylphenyl)-4-nitroaniline (Indian J. Chem. (1981) 20B, 611–613) is carried out in the presence of Pd/C in ethanol, under the conditions described for intermediate 2.2. A grey solid is obtained with a yield of 85%.

Workup

  1. customA grey solid is obtained with a yield of 85%

Sources & evidence

ORD record
ord-157ce11635fa45489be0cdd913c77b31
Source dataset
uspto-grants-2007_03
Patent number
US07186752B2

Reaction notes

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