Thiazolidinedione → 2,4-Thiazolidinedione, 5-(2-thienylmethylene)-, (Z)-

HRID 274713

Reaktionsgleichung

Reaktionsgleichung von HRID 274713
[S:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=O.N1CCCCC1>C(O)C>[S:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[CH:13]=[C:5]1[S:1][C:2](=[O:7])[NH:3][C:4]1=[O:6]

Komponenten

5

Edukt 3

HCID 5437ThiazolidinedioneHCID 73642-ThiophenecarboxaldehydeHCID 8082Piperidine

Produkt 1

HCID 36416932,4-Thiazolidinedione, 5-(2-thienylmethylene)-, (Z)-Ausbeute 66,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 20 g (171 mmol) of 2,4-thiazolidinedione and 16.0 ml (171 mmol) of 2-thiophenecarboxaldehyde 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 24.03 g of the desired compound (66.6% 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-e5aaf63025e8415a8c95592cad01d8fb
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389658

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