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

HRID 1155231Notes

Reaction equation

HRID 1155231 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, m.p. 140° C., are obtained in fine yield.

Workup

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

Sources & evidence

ORD record
ord-8eb28bb94238427693b9dbdb71f867f7
Source dataset
uspto-grants-1981_11
Patent number
US04300973

Reaction notes

Loading…