HCID 73504065, compound → HCID 18998876, compound

HRID 2260703Notes

Reaction equation

HRID 2260703 reaction equation
[CH2:1]([CH:8]1[S:12][C:11](=[O:13])[N:10]([CH2:14][CH2:15][O:16][C:17]2[CH:30]=[CH:29][C:20]([CH:21]=[C:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:19][CH:18]=2)[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1.[Pd]>[CH2:1]([CH:8]1[S:12][C:11](=[O:13])[N:10]([CH2:14][CH2:15][O:16][C:17]2[CH:30]=[CH:29][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:19][CH:18]=2)[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 73504065HCID 73504065, compound

Product 1

HCID 18998876HCID 18998876, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

5-(4-[2-(5-Benzyl-2, 4-thiazolidinedion-3-yl ) -ethoxy]benzylidene)-2,4-thiazolidinedione (3.0 g) was dissolved in dioxan (400ml) and hydrogenated over 10% Palladium-charcoal (6 g) at 150 psi overnight. The reaction mixture was filtered through diatomaceous earth, the filter-cake washed with dioxan, and the combined dioxan solutions evaporated to afford the title compound as a gum. This material was used directly in salt formation.

Workup

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. washthe filter-cake washed with dioxan
  3. customthe combined dioxan solutions evaporated

Sources & evidence

ORD record
ord-5c4d6508d9004e6eae7467988a3b6038
Source dataset
uspto-grants-1995_12
Patent number
US05478850

Reaction notes

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