Hydroxylamine → HCID 86685711, compound

HRID 1055272Notes

Reaction equation

HRID 1055272 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][N:14]1[CH2:18][CH2:17][NH:16][C:15]1=[O:19])[CH:6]=O.[NH2:20][OH:21]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][N:14]1[CH2:18][CH2:17][NH:16][C:15]1=[O:19])[CH:6]=[N:20][OH:21]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 28374245HCID 28374245, compound

Product 1

HCID 86685711HCID 86685711, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 3-methoxy-4-[2-(2-oxoimidazolidin-1-yl)ethoxy]benzaldehyde (25.6 g, 0.097 mol) in EtOH (250 mL) at 52° C. is added a solution of hydroxylamine (10.2 g, 0.155 mol, 50% in water, Aldrich) in EtOH (20 mL). The reaction medium is then stirred for 4.5 hours between 50 and 60° C. The reaction medium is then concentrated under reduced pressure (Tbath=42° C., 60 mbar) so as to obtain a residue of 70-80 mL. The precipitate obtained is filtered, washed with an EtOH/water mixture (twice 5 mL/15 mL) and dried under atmospheric pressure at room temperature.

Workup

  1. concentrationThe reaction medium is then concentrated under reduced pressure (Tbath=42° C., 60 mbar) so as
  2. customto obtain a residue of 70-80 mL
  3. customThe precipitate obtained
  4. filtrationis filtered
  5. washwashed with an EtOH/water mixture (twice 5 mL/15 mL) and
  6. customdried under atmospheric pressure at room temperature

Sources & evidence

ORD record
ord-39f67608bdaa4700877f235e79f52ac9
Source dataset
uspto-grants-2016_07
Patent number
US09394380B2

Reaction notes

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