Uracil → HCID 70111251, compound

HRID 324476Notes

Reaction equation

HRID 324476 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15](O)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:17]=1.[NH:18]1[CH:25]=[CH:24][C:22](=[O:23])[NH:21][C:19]1=[O:20]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:24]3[C:22](=[O:23])[NH:21][C:19](=[O:20])[NH:18][CH:25]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:17]=1

Participants

4

Reactant 2

HCID 1174UracilHCID 70110715HCID 70110715, compound

Product 1

HCID 70111251HCID 70111251, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The product from step (iii) (1 g) and uracil (3 g) were heated at 100° C. in acetic acid (200 ml) for 16 h. The solvent was evaporated under reduced pressure and the residue partitioned between ethyl acetate and brine. The organic phase was collected, dried (MgSO4), and evaporated under reduced pressure to leave a beige solid. The solid was triturated with isohexane/ethyl acetate mixtures and filtered to leave a cream solid. Yield. 1.35 g Used directly in the next step.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue partitioned between ethyl acetate and brine
  3. customThe organic phase was collected
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customto leave a beige solid
  7. customThe solid was triturated with isohexane/ethyl acetate mixtures
  8. filtrationfiltered
  9. customto leave a cream solid
  10. customYield

Sources & evidence

ORD record
ord-f653ee341d22414496771fe747b82817
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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