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Ammonia → 3,3'-Diaminobenzidine

HRID 1819973
Notes
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Reaction equation

HRID 1819973 reaction equation
[C:1]1([C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=2)[CH:7]=[CH:6][C:4]([NH2:5])=[CH:3][CH:2]=1.ClC1C=C(C2C=CC(N)=C(Cl)C=2)C=CC=1[NH2:22].[NH3:31]>[Cu]>[NH2:31][C:10]1[CH:9]=[C:8]([C:1]2[CH:2]=[CH:3][C:4]([NH2:5])=[C:6]([NH2:22])[CH:7]=2)[CH:14]=[CH:13][C:11]=1[NH2:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 222AmmoniaHCID 70703,3'-DichlorobenzidineHCID 7111Benzidine

Product 1

HCID 70713,3'-Diaminobenzidine

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

A method according to Patent Document 2 is known as a method directly utilizing a benzidine skeleton. 3,3′-Dichlorobenzidine is treated with ammonia in the presence of a copper catalyst at high temperature (150 to 250° C.) and high pressure (1 to 10 MPa) to yield 3,3′,4,4′-tetraaminobiphenyl (Patent Document 2, Scheme 3).

Sources & evidence

ORD record
ord-db3c5a19d65f4904973a837075199612
Source dataset
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07601873B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes