Thiazolidinedione → HCID 76545899, compound

HRID 1360996Notes

Reaction equation

HRID 1360996 reaction equation
[S:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].[CH:8]([C:10]1[CH:22]=[CH:21][C:13]([O:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:12][CH:11]=1)=O.C([O-])(=O)C.[Na+]>C(O)(=O)C>[O:7]=[C:2]1[NH:3][C:4](=[O:6])[C:5](=[CH:8][C:10]2[CH:22]=[CH:21][C:13]([O:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:12][CH:11]=2)[S:1]1

Participants

5

Reactant 3

HCID 5437ThiazolidinedioneHCID 517045Sodium AcetateHCID 35191904-(4-formylphenoxy)butanoic Acid

Product 1

HCID 76545899HCID 76545899, compoundYield 32.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Thiazolidine-2,4-dione (3.55 g, 27.6 mmol), 4-(4-formylphenoxy)butyric acid (5.74 g, 27.6 mmol), anhydrous sodium acetate (11.3 g, 138 mmol) and acetic acid (100 mL) was refluxed for 16 h. After cooling, the mixture was filtered and washed with acetic acid and water. Drying in vacuo afforded 2.74 g (32%) of 4-[4-(2,4-dioxothiazolidin-5-ylidenemethyl)phenoxy]butyric acid as a solid.

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. washwashed with acetic acid and water
  4. customDrying in vacuo

Sources & evidence

ORD record
ord-d0a2eccdb8d84dcdac3babf420c28868
Source dataset
uspto-grants-2011_02
Patent number
US07879893B2

Reaction notes

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