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N-(4-Methylphenyl)-2-nitroaniline → 1-N-(4-methylphenyl)benzene-1,2-diamine

HRID 456859
Notes
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Reaction equation

HRID 456859 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)=[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[C:10]([NH2:15])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 615054N-(4-Methylphenyl)-2-nitroaniline

Product 1

HCID 23316561-N-(4-methylphenyl)benzene-1,2-diamineYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The reduction of the nitro function of N-(4-methylphenyl)-2-nitroaniline (Synthesis (1990) 430) is carried out in the presence of Pd/C in ethanol, under the conditions described previously for intermediate 2.2. A violet product is obtained in a semi-oil semi-crystal form with a yield of 90%.

Workup

  1. customA violet product is obtained in a semi-oil semi-crystal form with a yield of 90%

Sources & evidence

ORD record
ord-8063e4ce2ca44b9c80e63ff9e9409b8b
Source dataset
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07186752B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes