Sodium Chloride → 4-vinylpyridine N,N'-methylenebisacrylamide

HRID 1577777Notes

Reaction equation

HRID 1577777 reaction equation
[Cl-].[Na+].[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=[CH2:4].[CH2:11]([NH:17][C:18](=[O:21])[CH:19]=[CH2:20])[NH:12][C:13](=[O:16])[CH:14]=[CH2:15].N(C(C)(C)C#N)=NC(C)(C)C#N>C(C(CC(C)C)=O)C(C)C.O>[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)=[CH2:4].[CH2:11]([NH:12][C:13](=[O:16])[CH:14]=[CH2:15])[NH:17][C:18](=[O:21])[CH:19]=[CH2:20]

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 6547AzobisisobutyronitrileHCID 75024-VinylpyridineHCID 8041Methylenebisacrylamide

Product 1

HCID 887484034-vinylpyridine N,N'-methylenebisacrylamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7958Isobutyl ketoneSolvent

Procedure

To a one-liter, 3-neck round bottom flask equipped with a heating mantle, nitrogen bubbler, stirrer, thermometer and reflux condenser were added 200 ml of deionized water and 75 g of sodium chloride. The solution was stirred under nitrogen for 30 minutes at room temperature and a solution of 30.0 g of 4-vinylpyridine, 3.0 g of N,N'-methylenebisacrylamide and 0.2 g of azobisisobutyronitrile in 90 ml of diisobutylketone was added. The temperature of the reaction solution was increased to between about 65° C. and about 70° C. with rapid stirring (200 rpm). After about 30 minutes some precipitate formed.

Workup

  1. customTo a one-liter, 3-neck round bottom flask equipped with a heating mantle, nitrogen bubbler, stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe temperature of the reaction solution was increased to between about 65° C. and about 70° C.
  4. stirringwith rapid stirring (200 rpm)
  5. customAfter about 30 minutes some precipitate formed

Sources & evidence

ORD record
ord-2635ac0fa699409cb8bdd833e453106e
Source dataset
uspto-grants-1981_09
Patent number
US04289695

Reaction notes

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