Azobisisobutyronitrile → HCID 18772111, compound

HRID 479693Notes

Reaction equation

HRID 479693 reaction equation
C1C(=O)N([Br:8])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C.[N:21]1[CH:26]=[CH:25][C:24]([C:27]2[S:28][CH:29]=[C:30]([NH:32][C:33]([NH:35][C:36]3[CH:41]=[CH:40][CH:39]=[C:38]([CH3:42])[N:37]=3)=[O:34])[N:31]=2)=[CH:23][CH:22]=1>C(Cl)(Cl)(Cl)Cl>[Br:8][C:29]1[S:28][C:27]([C:24]2[CH:25]=[CH:26][N:21]=[CH:22][CH:23]=2)=[N:31][C:30]=1[NH:32][C:33]([NH:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([CH3:42])[N:37]=1)=[O:34]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 18771694HCID 18771694, compound

Product 1

HCID 18772111HCID 18772111, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

NBS (686 mg, 3.85 mmol) and AIBN (158 mg, 0.96 mmol) were added to a heterogeneous solution of 1-((2-pyridin-4-yl)thiazol-4-yl)-3-(6-methylpyridin-2-yl)urea (600 mg, 1.93 mmol, Example 6) in CCl4 (25 mL) and the resulting mixture was heated at reflux for 2 h. After cooling to RT, a precipitate formed and was collected, rinsing with hexane to give a white solid. MS m/z: 392.0 (M+2H). Calc'd for C15H12BrN5OS-390.26.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 2 h
  3. customa precipitate formed
  4. customwas collected
  5. washrinsing with hexane
  6. customto give a white solid

Sources & evidence

ORD record
ord-733e95e06e9b49d99f97aa4713c87497
Source dataset
uspto-grants-2003_11
Patent number
US06645990B2

Reaction notes

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