Sodium Hydroxide → HCID 178524643, compound

HRID 1945075Notes

Reaction equation

HRID 1945075 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]C)=[O:8])[S:4][N:3]=1.[OH-].[Na+]>CO>[OH:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[S:4][N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178498604HCID 178498604, compound

Product 1

HCID 178524643HCID 178524643, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 3-hydroxyisothiazole-5-carboxylate (300 mg, 1.73 mmol) in MeOH (2 mL) is added 1N NaOH (6 mL, 6 mmol). After stirring at room temperature for 2 hours, the crude is concentrated under reduced pressure to remove MeOH and is diluted with EtOAc. The organic layer is washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give 3-hydroxyisothiazole-5-carboxylic acid (250 mg).

Workup

  1. concentrationthe crude is concentrated under reduced pressure
  2. customto remove MeOH
  3. additionis diluted with EtOAc
  4. washThe organic layer is washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ea12104f01a44d8f88ce013fd5ae983e
Source dataset
uspto-grants-2013_03
Patent number
US08394853B2

Reaction notes

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