Sodium Hydroxide → HCID 13608186, compound

HRID 1905876Notes

Reaction equation

HRID 1905876 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[N:16]([CH2:17][C:18]([O:20]CC)=[O:19])[C:15](=[O:23])[N:14]([CH3:24])[C:13](=[N:25][C:26]3[C:31]([CH3:32])=[CH:30][C:29]([CH3:33])=[CH:28][C:27]=3[CH3:34])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[Na+]>CO.O>[C:18]([CH2:17][N:16]1[C:11]([C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:12][C:13](=[N:25][C:26]2[C:27]([CH3:34])=[CH:28][C:29]([CH3:33])=[CH:30][C:31]=2[CH3:32])[N:14]([CH3:24])[C:15]1=[O:23])([OH:20])=[O:19]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13608185HCID 13608185, compound

Product 1

HCID 13608186HCID 13608186, compoundYield 87.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 3,4-dihydro-6-(3,4-dimethoxyphenyl)-1-ethoxycarbonylmethyl-3-methyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (4 g) in methanol (30 ml) was added a solution of sodium hydroxide (0.52 g) in water (6 ml) and stirred at room temperature for 3 hours. After removal of methanol, the residue was dissolved in water (40 ml) and adjusted to pH 5.8 and extracted with chloroform. The chloroform layer was washed with brine, dried over magnesium sulfate and evaporated to give a residue, which was triturated in n-hexane to give colorless powders (3.3 g) of 3,4-dihydro-1-carboxymethyl-6-(3,4-dimethoxyphenyl)-3-methyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone.

Workup

  1. customAfter removal of methanol
  2. dissolutionthe residue was dissolved in water (40 ml)
  3. extractionextracted with chloroform
  4. washThe chloroform layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated
  7. customto give a residue, which
  8. customwas triturated in n-hexane

Sources & evidence

ORD record
ord-26b6eb8211b14c6e88780edca4352c22
Source dataset
uspto-grants-1987_03
Patent number
US04649142

Reaction notes

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