Water → HCID 13562775, compound

HRID 979122Notes

Reaction equation

HRID 979122 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[NH:5][C:6]1[NH:7][C:8](=[O:17])[C:9]([C:12]([O:14]CC)=[O:13])=[CH:10][N:11]=1.[OH-].[Na+].O>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[NH:5][C:6]1[NH:7][C:8](=[O:17])[C:9]([C:12]([OH:14])=[O:13])=[CH:10][N:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 13562774HCID 13562774, compound

Product 1

HCID 13562775HCID 13562775, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 1,6-dihydro-2-(2-methoxyanilino)-6-oxo-5-pyrimidinecarboxylate (10 g) and sodium hydroxide (4 g) are added to water (100 ml), and the mixture is refluxed with stirring for 1 hour. After cooling, the reaction mixture is acidified with acetic acid, and the precipitate is collected by filtration and recrystallized from DMF to give 1,6-dihydro-2-(2-methoxyanilino)-6-oxo-5-pyrimidinecarboxylic acid (7 g). M.p. 251°-253° C.

Workup

  1. temperaturethe mixture is refluxed
  2. temperatureAfter cooling
  3. filtrationthe precipitate is collected by filtration
  4. customrecrystallized from DMF

Sources & evidence

ORD record
ord-8522ecf02fba48df9ea0cee2894020e7
Source dataset
uspto-grants-1987_05
Patent number
US04666915

Reaction notes

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