Azobisisobutyronitrile → HCID 22459841, compound

HRID 2185136Notes

Reaction equation

HRID 2185136 reaction equation
[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:6]=2[N:5]=[C:4]1[CH3:15])[CH3:2].C1C(=O)N([Br:23])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[CH2:1]([N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:6]=2[N:5]=[C:4]1[CH2:15][Br:23])[CH3:2]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 22459862HCID 22459862, compound

Product 1

HCID 22459841HCID 22459841, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 0.216 g (1.05 mmol) 1-ethyl-2-methyl-4-nitrobenzimidazole, 50 mL carbon tetrachloride and 0.375 g (2.11 mmol) NBS, was added 50 mg of AIBN. The reaction mixture was heated to 90° C. for five hours and the solution was cooled to room temperature. The solution was concentrated under reduced pressure and the resulting oil was chromatographed on silica to yield 0.16 g (0.57 mmol, 54%) of a light yellow oil.

Workup

  1. temperaturethe solution was cooled to room temperature
  2. concentrationThe solution was concentrated under reduced pressure
  3. customthe resulting oil was chromatographed on silica

Sources & evidence

ORD record
ord-5e3e4175a0fa491ba72020c5c09ae606
Source dataset
uspto-grants-2002_06
Patent number
US06399782B1

Reaction notes

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