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

HRID 264868
Notes
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Reaction equation

HRID 264868 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-1bd00e09babd4c4f8910301c327d4fcc
Source dataset
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05646327

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes