Thiazolidinedione → 5-(3,4-Dibromobenzylidene)thiazolidine-2,4-dione

HRID 1360986

Reaktionsgleichung

Reaktionsgleichung von HRID 1360986
[S:1]1[CH2:5][C:4](=[O:6])[NH:3][C:2]1=[O:7].[Br:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[Br:17])[CH:12]=O.N1CCCCC1>C(O)(=O)C>[Br:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[Br:17])[CH:12]=[C:5]1[S:1][C:2](=[O:7])[NH:3][C:4]1=[O:6]

Komponenten

5

Edukt 3

HCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 6220533,4-Dibromobenzaldehyde

Produkt 1

HCID 765458665-(3,4-Dibromobenzylidene)thiazolidine-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of thiazolidine-2,4-dione (90%, 65 mg, 0.5 mmol), 3,4-dibromobenzaldehyde (132 mg, 0.5 mmol), and piperidine (247 μL, 2.5 mmol) was shaken in acetic acid (2 mL) at 110° C. for 16 hours. After cooling, the mixture was concentrated to dryness in vacuo. The resulting crude product was shaken with water, centrifuged, and the supernatant was discarded. Subsequently the residue was shaken with ethanol, centrifuged, the supernatant was discarded and the residue was further evaporated to dryness to afford the title compound.

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated to dryness in vacuo
  3. stirringSubsequently the residue was shaken with ethanol
  4. customthe residue was further evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1368f77cd1ce4057b5c4f1e0728b3996
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879893B2

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