Benzaldehyde → 5-Benzylidene-2,4-thiazolidinedione

HRID 6168

Reaktionsgleichung

Reaktionsgleichung von HRID 6168
[S:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].[CH:8](=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.N1CCCCC1>C(O)C>[CH:8](=[C:5]1[S:1][C:2](=[O:7])[NH:3][C:4]1=[O:6])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 240BenzaldehydeHCID 5437ThiazolidinedioneHCID 8082Piperidine

Produkt 1

HCID 1991545-Benzylidene-2,4-thiazolidinedioneAusbeute 90,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 20 g (171 mmol) of 2,4-thiazolidinedione and 17.4 ml (171 mmol) of benzaldehyde in 350 ml of ethanol, 1.68 ml (17.1 mmol) of piperidine was added, and the mixture was heated under reflux for 5 hours. After cooling, the precipitated crystals were filtered and washed with cooled ethanol to give 31.67 g of the desired compound (90.4% yield, pale yellow crystals).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered
  5. washwashed with cooled ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f99fd64ecadc4d6fbfc0db3ce5607ef8
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246948

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