Sodium Carbonate → HCID 57010139, compound

HRID 1758044Notes

Reaction equation

HRID 1758044 reaction equation
[O:1]=[C:2]1[S:6][C:5]([C:7](=[N:13][O:14][CH3:15])[C:8]([O:10]CC)=[O:9])=[CH:4][S:3]1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCCC1.C(O)C.O>[O:1]=[C:2]1[S:6][C:5]([C:7](=[N:13][O:14][CH3:15])[C:8]([OH:10])=[O:9])=[CH:4][S:3]1

Participants

6

Reactant 2

HCID 10340Sodium CarbonateHCID 57158746HCID 57158746, compound

Product 1

HCID 57010139HCID 57010139, compoundYield 22.6%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(2-oxo-1,3-dithiol-4-yl)-2-methoxyiminoacetate (syn isomer, 1 g.) in tetrahydrofuran (10 ml.) and ethanol (20 ml.) was added a solution of sodium carbonate 10 hydrate (1.3 g.) in water (20 ml.), and the mixture was stirred at room temperature for 3 hours. After the solvent was removed in vacuo, the residue was washed with diethyl ether, adjusted to pH 2 and extracted with diethyl ether. The extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated in vacuo to give 2-(2-oxo-1,3-dithiol-4-yl)-2-methoxyiminoacetic acid (syn isomer, 0.2 g.).

Workup

  1. customAfter the solvent was removed in vacuo
  2. washthe residue was washed with diethyl ether
  3. extractionextracted with diethyl ether
  4. washThe extract was washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c34a6196d24643a7b8b6c41ac036e07d
Source dataset
uspto-grants-1983_02
Patent number
US04371531

Reaction notes

Loading…