Sodium Hydroxide → Azobisisobutyronitrile

HRID 464115Notes

Reaction equation

HRID 464115 reaction equation
[OH-].[Na+].[NH2:3][C:4]([CH3:8])([CH3:7])[C:5]#[N:6]>CCCCCCCCCCCCCCCC[N+](C)(C)C.[Cl-]>[N:3]([C:4]([CH3:8])([CH3:7])[C:5]#[N:6])=[N:3][C:4]([CH3:8])([CH3:7])[C:5]#[N:6]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 880222-Amino-2-methylpropionitrile

Product 1

HCID 6547Azobisisobutyronitrile

Reagents, catalysts & solvents 1

HCID 8154Hexadecyltrimethylammonium chlorideCatalyst

Procedure

The resulting aqueous dispersion of N,N'-dichloro-2-amino -2-methylpropanenitrile was adjusted to pH7 with caustic soda and 3 ml of "Arquad 16-29%" was added. A further 24.1 gm of 2-amino-2-methylpropanenitrile was then added, concurrently with sufficient caustic soda to maintain a pH of greater than 12, over 40 minutes and the resulting title compound was filtered off to yield 39.4 g (91.8% yield).

Workup

  1. additionwas added
  2. temperatureto maintain a pH of greater than 12
  3. filtrationthe resulting title compound was filtered off
  4. customto yield 39.4 g (91.8% yield)

Sources & evidence

ORD record
ord-5ef42dfd87a24cc5a7f39da6c26eee7f
Source dataset
uspto-grants-1985_10
Patent number
US04546174

Reaction notes

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