Methanol → HCID 58659264, compound

HRID 548775Notes

Reaction equation

HRID 548775 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]([O:11]C)=[O:10])=[CH:7][CH:6]=[C:5]([S:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=CC=2)[N:4]=1.[OH-].[Na+].[CH3:24]O>>[CH3:1][O:2][C:3]1[N:4]=[C:5]([S:13][C:14]2[CH:15]=[CH:20][C:19]([CH3:24])=[CH:18][CH:21]=2)[CH:6]=[CH:7][C:8]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67170306HCID 67170306, compound

Product 1

HCID 58659264HCID 58659264, compound

Procedure

To a suspension of 9.25 g (31.96 mmol) of methyl 2-methoxy-6-(4-methyl benzylthio)pyridine-3-carboxylate in 80 mL of methanol was added 38.36 mL (38.36 mmol) of 1N-sodium hydroxide aqueous solution, and the mixture was refluxed for 1 hour. After the reaction mixture was cooled to the room temperature, the solvent was removed under reduced pressure and the residue was diluted with water. Then 2N-HCl was added to the solution and the resultant precipitate was collected to obtain 8.92 g (quantitative) of the title compound.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customthe solvent was removed under reduced pressure
  3. additionthe residue was diluted with water
  4. additionThen 2N-HCl was added to the solution
  5. customthe resultant precipitate was collected

Sources & evidence

ORD record
ord-56d83e0422e14746ba54725e520d521e
Source dataset
uspto-grants-2011_05
Patent number
US07943624B2

Reaction notes

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