HCID 54051251, compound → HCID 21704980, compound

HRID 1595542Notes

Reaction equation

HRID 1595542 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([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)[CH:6]=[CH:7][C:8]=1[O:9][S:10]([CH3:13])(=[O:12])=[O:11]>C(OCC)(=O)C.C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:14][CH2:15][O:16][C:17]2[CH:18]=[CH:19][C:20]([CH2:21][CH:22]3[S:26][C:25](=[O:27])[NH:24][C:23]3=[O:28])=[CH:29][CH:30]=2)[CH:6]=[CH:7][C:8]=1[O:9][S:10]([CH3:13])(=[O:11])=[O:12]

Participants

4

Reactant 1

HCID 54051251HCID 54051251, compound

Product 1

HCID 21704980HCID 21704980, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.5 g (33.4 mmole) 5-(4-[2-(3-methoxy-4-methanesulfonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione was hydrogenated on Pd/C (10%) in 150 ml ethyl acetate and 5 ml acetic acid at atmospheric pressure over night. The catalyst was filtered off and the solvent was evaporated in vacuo. The residue was crystallized in ethanol to give 1.1 g (yield 73%) of the desired product.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo
  3. customThe residue was crystallized in ethanol

Sources & evidence

ORD record
ord-4f6333a0ff7643a29b3370758ed9f115
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

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