4-Nitrodiphenylamine → N-Phenyl-p-phenylenediamine

Reaction equation

[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[S-2].[Na+].[Na+]>>[CH:1]1[CH:2]=[CH:3][C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 132714-Nitrodiphenylamine

HCID 14804Sodium Sulfide

Product 1

HCID 7564N-Phenyl-p-phenylenediamine

Procedure

aniline method, where p-nitro-chlorobenzene and aniline as raw materials react in the presence of a catalyst to produce 4-nitrodiphenylamine, then, 4-nitrodiphenylamine is reduced by sodium sulfide to form 4-aminodiphenylamine;

Sources & evidence

ORD record: ord-34bb9f2f23f345d6881cdbdf4c474d23
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07084302B2

Reaction notes

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