Iodine → 2-Chloro-1-fluoro-4-nitrobenzene

HRID 1199257Notes

Reaction equation

HRID 1199257 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.II.[Cl:13]Cl>>[Cl:13][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[F:1]

Participants

4

Reactant 3

HCID 807IodineHCID 9590p-FluoronitrobenzeneHCID 24526Chlorine

Product 1

HCID 676882-Chloro-1-fluoro-4-nitrobenzeneYield 99%

Procedure

141 G of 4-fluoronitrobenzene, 3.8 g of ferric chloride and 0.2 g of iodine were charged and then heated. At a temperature of 60° to 70° C., chlorine gas was blown into the liquid until the starting material could not be detected (over 12 hours) to complete the reaction. Subsequently, the reaction mixture was washed three times with 100 g each of warm water followed by liquid separation to obtain 174 g (yield: 99%) of 3-chloro-4-fluoronitrobenzene. Analytical value thereof by gas chromatography was as follows:

Workup

  1. temperatureheated
  2. custom(over 12 hours)
  3. customthe reaction
  4. washSubsequently, the reaction mixture was washed three times with 100 g each of warm water
  5. customfollowed by liquid separation

Sources & evidence

ORD record
ord-ff10cfe49c8b4949b35578733d831585
Source dataset
uspto-grants-1990_02
Patent number
US04898996

Reaction notes

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