Glyoxylic Acid → 1-Benzyl-5-hydroxyimidazolidine-2,4-dione

HRID 840389Notes

Reaction equation

HRID 840389 reaction equation
[C:1]([OH:5])(=O)[CH:2]=[O:3].[CH2:6]([NH:13][C:14]([NH2:16])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[CH2:6]([N:13]1[CH:1]([OH:5])[C:2](=[O:3])[NH:16][C:14]1=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 760Glyoxylic AcidHCID 10853Benzylurea2×

Product 1

HCID 101304681-Benzyl-5-hydroxyimidazolidine-2,4-dione

Conditions

Temperature
100 °C

Procedure

75 parts by weight of a 50% strength aqueous glyoxylic acid (0.5 mol glyoxylic acid) and the catalyst are placed in a heatable, stirred apparatus. The mixture is subsequently heated to an internal temperature of 100° C. while stirring. 75 parts by weight of benzylurea (corresponds to 0.5 mol) are then added at a constant rate over a period of 30 minutes. After addition of the benzylurea is complete, the reaction mixture is stirred at 100° C. for another 30 minutes, a sample is taken and analysed by HPLC. Table 1 shows the composition of the organic components of the reaction mixtures examined. The following reaction equation shows the formulae of the compounds which can be formed.

Workup

  1. stirringwhile stirring
  2. stirringthe reaction mixture is stirred at 100° C. for another 30 minutes
  3. customThe following reaction equation
  4. customcan be formed

Sources & evidence

ORD record
ord-3d438b1ebe344887919399b94afeb535
Source dataset
uspto-grants-2002_04
Patent number
US06365752B1

Reaction notes

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