Urea → 5-Methoxypyrimidine-2,4,6-triol

HRID 629027

Reaction equation

HRID 629027 reaction equation
O(C)[Na].[CH3:4][O:5][CH:6]([C:11]([O:13]C)=O)[C:7]([O:9]C)=O.[NH2:15][C:16]([NH2:18])=[O:17]>CCO>[OH:13][C:11]1[NH:18][C:16](=[O:17])[NH:15][C:7](=[O:9])[C:6]=1[O:5][CH3:4]

Participants

5

Reactant 3

HCID 1176UreaHCID 78718Dimethyl methoxymalonateHCID 178418582HCID 178418582, compound

Product 1

HCID 673031125-Methoxypyrimidine-2,4,6-triolYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

The NaOCH3 (8.5 g, 157 mmole), was added to a stirred solution of dimethyl 2-methoxymalonate (10.2 g, 62.91 mmole), urea (2.5 g, 41.7 mmole), and EtOH (80 ml). The reaction mixture was heated to 100° C. for 4 hrs, then the reaction was evaporated to remove the solvent. Water was added to the mixture and then concentrated HCl was added. The pH of the mixture was adjusted to ca. 3˜4. The mixture was filtered and wash water and acetone. After drying in vacuo, it gave a product (99%).

Workup

  1. customthe reaction was evaporated
  2. customto remove the solvent
  3. additionWater was added to the mixture
  4. additionconcentrated HCl was added
  5. filtrationThe mixture was filtered
  6. washwash water and acetone
  7. customAfter drying in vacuo, it

Sources & evidence

ORD record
ord-1d949d18dba545aa9d399ca3657db60d
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Linked notes

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