Azobisisobutyronitrile → HCID 89690256, compound

HRID 2203094Notes

Reaction equation

HRID 2203094 reaction equation
[CH3:1][C:2]1[CH:7]=[N:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[Br:12]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>FC(C1C=CC=CC=1)(F)F>[Br:12][CH2:1][C:2]1[CH:7]=[N:6][C:5]([C:8]([F:11])([F:9])[F:10])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 457906992-Methyl-5-(trifluoromethyl)pyrazine

Product 1

HCID 89690256HCID 89690256, compoundYield 27.2%

Reagents, catalysts & solvents 1

HCID 7368(Trifluoromethyl)benzeneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 2-methyl-5-(trifluoromethyl)pyrazine (1 g) in trifluoromethylbenzene (10 ml) was added N-bromosuccinimide (1.21 g) at room temperature, and the mixture was heated at 90° C. for 30 min. To the mixture was then added azobisisobutyronitrile (0.051 g), and the mixture was stirred for 7 h. The mixture was cooled, and the solvent was evaporated. The residue was purified by column chromatography (hexane/EtOAc) to give the title compound (404 mg) as a pale yellow oil.

Workup

  1. temperatureThe mixture was cooled
  2. customthe solvent was evaporated
  3. customThe residue was purified by column chromatography (hexane/EtOAc)

Sources & evidence

ORD record
ord-17a135e626034c3fa4a0d34d98e39c33
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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