Azobisisobutyronitrile → HCID 178454695, compound

HRID 1249482Notes

Reaction equation

HRID 1249482 reaction equation
[CH:1]1[CH:2]=[CH:3][N+:4]([O-:8])=[C:5]([SH:7])[CH:6]=1.[C:9]([O-:14])(=[O:13])[C:10]([CH3:12])=[CH2:11].[CH3:15]C(N=NC(C#N)(C)C)(C#N)C>C(Cl)Cl>[CH:1]1[CH:2]=[CH:3][N+:4]([O-:8])=[C:5]([SH:7])[CH:6]=1.[C:9]([O-:14])(=[O:13])[C:10]([CH3:12])=[CH2:11].[C:9]([O:14][CH3:15])(=[O:13])[C:10]([CH3:12])=[CH2:11]

Participants

4

Reactant 2

HCID 6547AzobisisobutyronitrileHCID 178454790HCID 178454790, compound

Product 1

HCID 178454695HCID 178454695, compoundYield 2,791.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 6-ml flask was charged with 0.097 g of pyrithione methacrylate (0.5 mmole), 2.60 ml of methyl nethacrylate (24.5 mmole) and 0.083 g of AIBN (0.5 mmole). The flask was sealed and placed in an oven at 80° C. for 16 hours. After cooling to room temperature, the product was diluted with 15 ml of methylene chloride and filtered. The solution was concentrated via roto-evaporation and 2.18 g of the desired product was isolated as a white polymeric material for an 85.5% yield. The structure was confirmed by NMR and IR. Similar results were obtained by employing either acetyl peroxide, benzoyl peroxide, or lauryl peroxide as the radical initiator.

Workup

  1. customThe flask was sealed
  2. filtrationfiltered
  3. concentrationThe solution was concentrated via roto-evaporation

Sources & evidence

ORD record
ord-b04ac0a2904f4a00b718ef59c85b4ee6
Source dataset
uspto-grants-1986_12
Patent number
US04632881

Reaction notes

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