Azobisisobutyronitrile → HCID 18779121, compound

HRID 1422360Notes

Reaction equation

HRID 1422360 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:19])([F:18])[F:17])[CH:6]=[CH:7][C:8]=1[CH3:9])#[N:2].[Br:20]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:20][CH2:9][C:8]1[CH:7]=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:18])([F:17])[F:19])=[CH:4][C:3]=1[C:1]#[N:2]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 18779158HCID 18779158, compound

Product 1

HCID 18779121HCID 18779121, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 3-cyano-4-methyl-2'-trifluoromethylbiphenyl (420 mg, 1.61 mmol), N-bromosuccinimide (286 mg, 1.61 mmol), AIBN (10 mg), and carbon tetrachloride (20 mL) was refluxed for 1 hour. The resultant mixture was concentrated, and the residue subjected to column chromatography on silica gel eluting with a mixture of ethyl acetate in hexane (7.5 to 92.5 v/v). Collection and concentration of appropriate fractions provided the title compound.

Workup

  1. temperaturewas refluxed for 1 hour
  2. concentrationThe resultant mixture was concentrated
  3. additionthe residue subjected to column chromatography on silica gel eluting with a mixture of ethyl acetate in hexane (7.5 to 92.5 v/v)
  4. customCollection and concentration of appropriate fractions

Sources & evidence

ORD record
ord-1e835ec0257345c8b465fc899ee59bfa
Source dataset
uspto-grants-2000_06
Patent number
US06080870

Reaction notes

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