1-Fluoro-2-iodobenzene → HCID 21535993, compound

HRID 1077089Notes

Reaction equation

HRID 1077089 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1I>>[NH2:9][C:3]1[CH:4]=[C:5]([Br:8])[CH:6]=[CH:7][C:2]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[F:12]

Participants

3

Reactant 2

HCID 676731-Fluoro-2-iodobenzeneHCID 770041,4-Dibromo-2-nitrobenzene

Product 1

HCID 21535993HCID 21535993, compound

Procedure

2,5-Dibromo-1-nitrobenzene and o-fluoroiodobenzene were reacted under Ullmann conditions to give 4-bromo2'-fluoro-2-nitrobiphenyl, b.p. 125°-140°C./0.2mm (m.p. 71°-73°C. after recrystallisation from industrial methylated spirits). This was reduced to give 2-amino-4-bromo-2'-fluorobiphenyl, m.p. 52°-54°C., which was deaminated to give the product, b.p. 105°-115°C./0.5mm (m.p. 40°-42°C. after recrystallisation from petroleum, b.p. 40°-60°C.).

Workup

  1. customto give
  2. custom4-bromo2'-fluoro-2-nitrobiphenyl, b.p. 125°-140°C./0.2mm (m.p. 71°-73°C. after recrystallisation from industrial methylated spirits)

Sources & evidence

ORD record
ord-924fb2c84801493791301c64e2ac0728
Source dataset
uspto-grants-1976_05
Patent number
US03959364

Reaction notes

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