Sulfuric Acid → 1,3-Dimethylimidazolidine-2,4-dione

HRID 2080607Notes

Reaction equation

HRID 2080607 reaction equation
[OH:1][CH:2]1[CH:6](O)[N:5]([CH3:8])[C:4](=[O:9])[N:3]1[CH3:10].S(=O)(=O)(O)O>O>[CH3:8][N:5]1[CH2:6][C:2](=[O:1])[N:3]([CH3:10])[C:4]1=[O:9]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 735394,5-Dihydroxy-1,3-dimethylimidazolidin-2-one

Product 1

HCID 1234101,3-Dimethylimidazolidine-2,4-dioneYield 87.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 30 ml glass vessel equipped with a stirrer, thermometer and a reflux condenser were charged 1.0 g (6.8 mmol) of 4,5-dihydroxy-1,3-dimethyl-2-imidazolidinone synthesized in the same manner as in Reference example A1, 2 ml of water and 0.18 g (1.8 mmol) of 98% sulfuric acid, and the mixture were reacted at 95 to 100° C. for 6 hours. After completion of the reaction, the reaction mixture was analyzed by high-performance liquid chromatography (quantitative value by refractive index detector), then, 766 mg (Reaction yield; 87%) of 1,3-dimethylimidazolidin-2,4-dione was formed.

Workup

  1. customIn a 30 ml glass vessel equipped with a stirrer
  2. customthe mixture were reacted at 95 to 100° C. for 6 hours
  3. customAfter completion of the reaction

Sources & evidence

ORD record
ord-4b85620e064841589e75e75b0ed2b01d
Source dataset
uspto-grants-2011_04
Patent number
US07932400B2

Reaction notes

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