2-Nitrotoluene → 4'-Fluoro-3-methyl-4-nitrobiphenyl

Reaction equation

[F:1][C:2]1[CH:8]=[CH:7][C:5](N)=[CH:4][CH:3]=1.[CH3:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17].FC1C=CC(N)=C(OC)C=1.[N+](C1C=CC=CC=1)([O-])=O>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([C:14]2[CH:13]=[CH:12][C:11]([N+:16]([O-:18])=[O:17])=[C:10]([CH3:9])[CH:15]=2)=[CH:4][CH:3]=1

Participants

Reactant 4

HCID 69442-Nitrotoluene

HCID 7416Nitrobenzene

HCID 97314-Fluoroaniline

HCID 135322284-Fluoro-2-methoxyaniline

Product 1

HCID 214164824'-Fluoro-3-methyl-4-nitrobiphenyl

Procedure

When 4-fluoroaniline and 2-methyl-nitrobenzene are used in the above example in place of 4-fluoro-2-methoxyaniline and nitrobenzene there is obtained 4'-fluoro-3-methyl-4-nitrobiphenyl.

Sources & evidence

ORD record: ord-4bda2ce7d0734c16bd9f5f397a2244f8
Source dataset: uspto-grants-1977_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04044049

Reaction notes

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