5-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione → 5-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione

HRID 1194075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1194075
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][O:10][C:11]2[CH:24]=[CH:23][C:14]([CH:15]=[C:16]3[S:20][C:19](=[O:21])[NH:18][C:17]3=[O:22])=[CH:13][CH:12]=2)[CH:5]=[CH:4][CH:3]=1>O1CCOCC1.[Pd]>[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][O:10][C:11]2[CH:24]=[CH:23][C:14]([CH2:15][CH:16]3[S:20][C:19](=[O:21])[NH:18][C:17]3=[O:22])=[CH:13][CH:12]=2)[CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 543908955-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione

Produkt 1

HCID 129442135-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 5-{4-[2-(6-methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione (400 mg) in dioxane (60 ml) was added 5% palladium on carbon (1.2 g) and catalytic reduction was carried out at atmospheric pressure for 6 hours. The catalyst was filtered off and the filtrate was concentrated. The residue was recrystallized from 70% ethanol to give 5-{4-[2-(6-methyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione as crystals. Yield: 218 mg (54.2%); m.p.: 156°-157° C.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was recrystallized from 70% ethanol

Quellen und Nachweise

ORD-Eintrag
ord-02c70f4713a54188af01560607575f89
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04812570

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