Azobisisobutyronitrile → HCID 23370213, compound

HRID 741839Notes

Reaction equation

HRID 741839 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]([C:13]2[CH:17]=[CH:16][O:15][CH:14]=2)[C:10]2[C:5](=[CH:6][C:7]([CH3:18])=[CH:8][CH:9]=2)[N:4]=1)#[N:2].C1C(=O)N([Br:26])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:26][CH2:18][C:7]1[CH:6]=[C:5]2[C:10]([C:11]([C:13]3[CH:17]=[CH:16][O:15][CH:14]=3)=[CH:12][C:3]([C:1]#[N:2])=[N:4]2)=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 233701724-(3-Furanyl)-7-methyl-2-quinolinecarbonitrile

Product 1

HCID 23370213HCID 23370213, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 2-cyano-4-(furan-3-yl)-7-methylquinoline (4.2 g) in refluxing CCl4 (400 mL) was added NBS (3.3 g) and AIBN (150 mg) portionwise. After 90 min., the mixture was cooled to r.t. filtered through a pad of silica gel washing with CH2Cl2. The filtrate was concentrated and swished with Et2O for 15 h. The solid precipitate was collected and was 85% of the title compound. This material was used as such in the subsequent reactions.

Workup

  1. filtrationfiltered through a pad of silica gel washing with CH2Cl2
  2. concentrationThe filtrate was concentrated
  3. waitswished with Et2O for 15 h
  4. customThe solid precipitate was collected

Sources & evidence

ORD record
ord-707f7398825a49b3bf7bd8d8d40c3d42
Source dataset
uspto-grants-1996_09
Patent number
US05552437

Reaction notes

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