5-Aminouracil → 2499-96-9

HRID 1862392Notes

Reaction equation

HRID 1862392 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 2732402499-96-9

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

About 20 g of 5-aminouracil, 80 ml of 20% HCl and 4 ml of crotonaldehyde were heated together under reflux for 1 hour. The solution was evaporated to dryness under rotary 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 yield about 17.58 g of the compound of FIG. 17a.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe solution was evaporated to dryness under rotary 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-9bf364d6eb644dab96e7f3c04d341794
Source dataset
uspto-grants-2003_03
Patent number
US06537999B2

Reaction notes

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