N,N'-Dimethylurea → 4,5-Dihydroxy-1,3-dimethylimidazolidin-2-one

HRID 894459Notes

Reaction equation

HRID 894459 reaction equation
[C:1]([NH:5][CH3:6])([NH:3][CH3:4])=[O:2].[CH:7]([CH:9]=[O:10])=[O:8].[OH-].[Na+]>>[OH:8][CH:7]1[CH:9]([OH:10])[N:5]([CH3:6])[C:1](=[O:2])[N:3]1[CH3:4]

Participants

4

Reactant 3

HCID 7293N,N'-DimethylureaHCID 7860GlyoxalHCID 14798Sodium Hydroxide

Product 1

HCID 735394,5-Dihydroxy-1,3-dimethylimidazolidin-2-one

Procedure

Dimethylurea (2-moles, 176 parts) and glyoxal (2 moles, 290 parts of 40% aqueous solution) are mixed and the pH adjusted to 7 with sodium hydroxide. The reaction mixture is stirred at room temperature for several hours and the resulting white solid is filtered, washed with methanol and dried. White crystals, melting point 140° C. are obtained in fine yield.

Workup

  1. filtrationthe resulting white solid is filtered
  2. washwashed with methanol
  3. customdried
  4. customWhite crystals, melting point 140° C. are obtained in fine yield

Sources & evidence

ORD record
ord-7c6b846b0e2947f8abeac91dac2dca04
Source dataset
uspto-grants-1981_08
Patent number
US04284536

Reaction notes

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