1-Bromo-4-nitrobenzene → 4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}aniline

Reaction equation

[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8]C2C=CC(N)=CC=2)=[CH:6][CH:5]=1)([O-])=O.BrC1C=CC([N+]([O-])=O)=CC=1.Cl[C:29]1[C:34]([Cl:35])=[CH:33][C:32]([C:36]([F:39])([F:38])[F:37])=[CH:31][N:30]=1>>[Cl:35][C:34]1[C:29]([O:8][C:7]2[CH:16]=[CH:17][C:4]([NH2:1])=[CH:5][CH:6]=2)=[N:30][CH:31]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:33]=1

Participants

Reactant 3

HCID 114661-Bromo-4-nitrobenzene

HCID 802514-(4-Nitrophenoxy)benzenamine

HCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridine

Product 1

HCID 27641164-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}aniline

Procedure

In the above (B), 4-bromonitrobenzene was replaced with 2,3-dichloro-5-trifluoromethylpyridine to obtain 4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)aniline.

Sources & evidence

ORD record: ord-044ea9d4cffc4018b7d8e6feb5f14f9c
Source dataset: uspto-grants-1990_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04976773

Reaction notes

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