Urea → HCID 178489620, compound

HRID 1599035Notes

Reaction equation

HRID 1599035 reaction equation
C(O[C:4](=[O:20])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])[C:6]([O:8]CC)=O)C.C[O-].[Na+].[NH2:24][C:25]([NH2:27])=[O:26]>CO>[CH3:19][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[O:11][C:5]1[C:4]([OH:20])=[N:24][C:25]([OH:26])=[N:27][C:6]=1[OH:8]

Participants

5

Reactant 3

HCID 1176UreaHCID 10942334Sodium MethoxideHCID 11140560Diethyl (2-methoxyphenoxy)propanedioate

Product 1

HCID 178489620HCID 178489620, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (2-methoxyphenoxy)malonic acid diethyl ester (10.0 g) and a 28% solution of sodium methoxide (3.83 g) in methanol (100 ml) is added urea (2.33 g) under warming, and the mixture is refluxed at 80° C. for 16 hours. After the reaction is completed, the solution is concentrated, and acidified with 10% hydrochloric acid. The precipitated crystals are collected by filtration, washed, and dried to give 5-(2-methoxyphenoxy)-2,4,6-trihydroxy-pyrimidine (7.10 g) as a crystalline powder.

Workup

  1. temperatureunder warming
  2. concentrationthe solution is concentrated
  3. filtrationThe precipitated crystals are collected by filtration
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-8af5fbb5c0bf470eb7e140dabf4b2038
Source dataset
uspto-grants-1998_04
Patent number
US05739333

Reaction notes

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