Sodium Chloride → Propanamide, 2,2′-azobis[N-[2-[(2-hydroxyethyl)amino]ethyl]-2-methyl-

HRID 1459898Notes

Reaction equation

HRID 1459898 reaction equation
[N:1]([C:10]([CH3:16])([CH3:15])[C:11]([O:13]C)=O)=[N:2][C:3]([CH3:9])([CH3:8])[C:4]([O:6]C)=O.[NH2:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][OH:23].[Cl-].[Na+]>CO>[N:2]([C:3]([CH3:8])([CH3:9])[C:4]([NH:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][OH:23])=[O:6])=[N:1][C:10]([CH3:16])([CH3:15])[C:11]([NH:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][OH:23])=[O:13]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 8112N-(2-Hydroxyethyl)ethylenediamineHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)

Product 1

HCID 54254381Propanamide, 2,2′-azobis[N-[2-[(2-hydroxyethyl)amino]ethyl]-2-methyl-Yield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a constantly stirred mixture comprising 23.0 g of V-601, 22.9 g of 2-(2-aminoethylamino)ethanol and 5 ml of methanol, 4.7 g of 28% CH3 ONa was added dropwise. The reaction was carried out with stirring at room temperature for 8 hours. After standing overnight, the reaction mixture was mixed with 50 ml of saturated sodium chloride solution, and extracted with 100 ml of dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and solvent was distilled off, and there was obtained 29.8 g (yield 80%) of 2,2'-azobis[N-(2-hydroxyethylamino)ethyl-2-methylpropionamide] of yellow viscous liquid.

Workup

  1. additionwas added dropwise
  2. waitAfter standing overnight
  3. extractionextracted with 100 ml of dichloromethane
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate and solvent
  5. distillationwas distilled off

Sources & evidence

ORD record
ord-05d71fab04fc49be9451b1ee4d2d5401
Source dataset
uspto-grants-1998_12
Patent number
US05854406

Reaction notes

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