Hydrochloric Acid → Glycoluril

HRID 648351

Reaction equation

HRID 648351 reaction equation
O[CH:2]1[CH:6](O)[NH:5][C:4](=[O:8])[NH:3]1.[NH2:9][C:10]([NH2:12])=[O:11].Cl>O>[CH:6]12[NH:12][C:10](=[O:11])[NH:9][CH:2]1[NH:3][C:4]([NH:5]2)=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1176UreaHCID 979152-Imidazolidinone, 4,5-dihydroxy-

Product 1

HCID 62347GlycolurilYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

590 g (5 mols) of 4,5-dihydroxy-2-imidazolidinone and 300 g (5 mols) of urea were dissolved in 1 liter of water. 30 ml of concentrated hydrochloric acid was added to the solution and the mixture was stirred at 90° C. for 1 hour. After cooling, the crystals thus precipitated were collected by filtration, washed with water and dried to obtain 526 g (yield: 74%) of glycoluril. The melting point of glycoluril was above 300° C.

Workup

  1. temperatureAfter cooling
  2. customthe crystals thus precipitated
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-cb31dfb7852b4d6c999af3417168ac35
Source dataset
uspto-grants-1983_10
Patent number
US04411987

Linked notes

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