5-Aminouracil → 2499-96-9

HRID 361406

Reaction equation

HRID 361406 reaction equation
[NH2:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[CH:10](=O)/[CH:11]=[CH:12]/[CH3:13]>Cl>[O:8]=[C:5]1[NH:6][C:7]2[CH:10]=[CH:11][C:12]([CH3:13])=[N:1][C:2]=2[C:3](=[O:9])[NH:4]1

Participants

4

Reactant 2

HCID 136115-AminouracilHCID 447466Crotonaldehyde

Product 1

HCID 2732402499-96-9Yield 248.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

20 g of 5-aminouracil (40 mmol), 80 ml of 20% HCl and 4 ml of crotonaldehyde (50 mmol) were heated together under reflux for 1 hour. The solution was evaporated to dryness under rotarary evaporation. Water was added to the residue so as to make the mixture just stirrable and then it was triturated with ammonium hydroxide with strong stirring until the pH increased to 10-11. Stirring was continued for another 10 minutes. The precipitate was filtered and was washed with minimal methanol and then chloroform and dried to give 17.58 g (63%) of 1.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe solution was evaporated to dryness under rotarary evaporation
  3. additionWater was added to the residue so as
  4. customit was triturated with ammonium hydroxide
  5. temperatureincreased to 10-11
  6. stirringStirring
  7. filtrationThe precipitate was filtered
  8. washwas washed with minimal methanol
  9. dry with materialchloroform and dried

Sources & evidence

ORD record
ord-c564fdbb6d5044b58a8ed55a50be5794
Source dataset
uspto-grants-1999_02
Patent number
US05866580

Linked notes

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