Ethanol → Allantoin

HRID 1648330

Reaction equation

HRID 1648330 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].S(=O)(=O)(O)O.[CH2:10]([OH:12])[CH3:11]>>[CH:11]1([NH:1][C:2]([NH2:4])=[O:3])[NH:4][C:2](=[O:3])[NH:1][C:10]1=[O:12]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1176Urea

Product 1

HCID 204Allantoin

Procedure

A mixture of 22.2 g of glyoxylic acid ethyl ester ethyl hemiacetal (0.15 mol), 30.0 g of urea (0.5 mol), 90 g of ethanol and 7.5 g of 8% strength ethanolic sulfuric acid was heated under reflux for 4 hours. Thereafter, the reaction had ended and the reaction mixture was cooled to room temperature, whereupon a colorless precipitate separated out, which was filtered off, washed three times with ethanol and dried in vacuo at 70° C. 24.5 g, that is to say 80% of theory, of allantoin acid ethyl ester were obtained by this reaction.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customseparated out
  4. filtrationwhich was filtered off
  5. washwashed three times with ethanol
  6. customdried in vacuo at 70° C

Sources & evidence

ORD record
ord-52fa743285194fe09d8ea4ddf882fde8
Source dataset
uspto-grants-1995_07
Patent number
US05436256

Linked notes

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