1-bromo-3-chloro-2-iodo-5-(trifluoromethyl)benzene → HCID 71060016, compound

HRID 405187Notes

Reaction equation

HRID 405187 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1I.[C:14]([Cu])#[N:15]>CN(C=O)C.C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:14]#[N:15]

Participants

5

Reactant 2

HCID 27362301-bromo-3-chloro-2-iodo-5-(trifluoromethyl)benzeneHCID 178418546HCID 178418546, compound

Product 1

HCID 71060016HCID 71060016, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

1-bromo-3-chloro-2-iodo-5-(trifluoromethyl)benzene (8.0 g, 20.6 mmol) and CuCN (1.9 g, 20.6 mmol) were dissolved in DMF (20 mL) and heated 100° C. After 2 h the temperature was increased to 110° C. After 3 h the reaction was cooled to room temperature, diluted with DCM, filtered, concentrated, and purified via column chromatography to yield the title compound.

Workup

  1. temperatureAfter 2 h the temperature was increased to 110° C
  2. temperatureAfter 3 h the reaction was cooled to room temperature
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified via column chromatography

Sources & evidence

ORD record
ord-8519e4132f5d4c42ad1b5d85a7a51385
Source dataset
uspto-grants-2014_06
Patent number
US08748624B2

Reaction notes

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