Hydroxylamine → 3,3'-(Hydroxyazanediyl)dipropanoic acid

HRID 400087Notes

Reaction equation

HRID 400087 reaction equation
[NH2:1][OH:2].[C:3]([OH:7])(=[O:6])[CH:4]=[CH2:5]>CO>[C:3]([CH2:4][CH2:5][N:1]([OH:2])[CH2:5][CH2:4][C:3]([OH:7])=[O:6])([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 6581Acrylic Acid

Product 1

HCID 150551603,3'-(Hydroxyazanediyl)dipropanoic acidYield 85.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanol (200 ml) was added to a mechanically stirred aqueous solution of hydroxylamine (13.24 g of 50% solution, 0.2 moles). Acrylic acid (27.4 ml, 0.4 moles) was added dropwise to the solution at 25° C. over thirty minutes. After a few hours of reaction, a white precipitate began to form. The reaction mixture was stirred overnight at room temperature, and the resulting white solid was filtered out, washed with cold water, and dried in vacuum overnight to give 30.4 g (85%) of the desired compound.

Workup

  1. customAfter a few hours of reaction
  2. customto form
  3. filtrationthe resulting white solid was filtered out
  4. washwashed with cold water
  5. customdried in vacuum overnight

Sources & evidence

ORD record
ord-c2abc99d42044fd682c47f71b8da63f0
Source dataset
uspto-grants-1998_10
Patent number
US05827635

Reaction notes

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