5-Aminouracil → 2499-96-9

HRID 2229188Notes

Reaction equation

HRID 2229188 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-78dd13a32e2b45cf904497ac6f736b6a
Source dataset
uspto-grants-2002_07
Patent number
US06420370B1

Reaction notes

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