Potassium Hydroxide → HCID 178432821, compound

HRID 1092842Notes

Reaction equation

HRID 1092842 reaction equation
[OH-].[K+].[CH:3]([O:6][C:7]1[C:8]([CH3:17])=[N:9][CH:10]=[C:11]([CH:16]=1)[C:12]([O:14]C)=[S:13])([CH3:5])[CH3:4]>O.CO>[CH:3]([O:6][C:7]1[C:8]([CH3:17])=[N:9][CH:10]=[C:11]([CH:16]=1)[C:12]([OH:14])=[S:13])([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 22145815HCID 22145815, compound

Product 1

HCID 178432821HCID 178432821, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Potassium hydroxide (770 mg) in water (8 mL) is added to a solution of methyl 5-isopropyloxy-6-methylthionicotinoate (1.1 g) in methanol (15 mL) and the mixture stirred at room temperature for 6 hours. After concentrating in vacuo the residue is dissolved in water and acidified to pH 1 with concentrated aqueous hydrochloric acid. The mixture is extracted with ethyl acetate, the extracts washed with water and dried (MgSO4). The solvent is removed in vacuo to give 5-isopropyloxy-6-methylthionicotinic acid as a white solid, m.p. 154-5° C.

Workup

  1. concentrationAfter concentrating in vacuo the residue
  2. dissolutionis dissolved in water
  3. extractionThe mixture is extracted with ethyl acetate
  4. washthe extracts washed with water
  5. dry with materialdried (MgSO4)
  6. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-824d80bc74ae44e3a92ac8f5fdb65677
Source dataset
uspto-grants-2012_03
Patent number
US08129537B2

Reaction notes

Loading…