Sodium Hydroxide → HCID 20213355, compound

HRID 1905882Notes

Reaction equation

HRID 1905882 reaction equation
[CH3:1][N:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]([O:18]CC)=[O:17])=[C:10]([O:21][CH3:22])[CH:9]=2)=[CH:6][C:5](=[N:23][C:24]2[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=2[CH3:32])[N:4]([CH3:33])[C:3]1=[O:34].[OH-].[Na+]>CO>[C:16]([CH2:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:7]2[N:2]([CH3:1])[C:3](=[O:34])[N:4]([CH3:33])[C:5](=[N:23][C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[CH3:32])[CH:6]=2)=[CH:9][C:10]=1[O:21][CH3:22])([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20213360HCID 20213360, compound

Product 1

HCID 20213355HCID 20213355, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3,4-dihydro-1,3-dimethyl-6-(4-ethoxycarbonylmethoxy-3-methoxyphenyl)-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone as obtained in Example 16 (0.67 g) in methanol (4 ml) was added 1N aqueous sodium hydroxide (2.38 ml) and the mixture was stirred at ambient temperature for 2 hours. After removal of the solvent, the residue was dissolved in water (5 ml), neutralized with 1-Nhydrochloric acid and extracted with chloroform. The organic layer was dried over sodium sulfate, evaporated, and triturated in diisopropyl ether to give 3,4-dihydro-6-(4-carboxymethoxy-3-methoxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (0.47 g).

Workup

  1. customAfter removal of the solvent
  2. dissolutionthe residue was dissolved in water (5 ml)
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customevaporated
  6. customtriturated in diisopropyl ether

Sources & evidence

ORD record
ord-6ce8d8e571f749b18021170aa244cfe6
Source dataset
uspto-grants-1987_03
Patent number
US04649142

Reaction notes

Loading…