Acetic Acid → 4-Thiazolidinone, 5-[(2,3-dimethoxyphenyl)methylene]-2-thioxo-

HRID 128726

Reaktionsgleichung

Reaktionsgleichung von HRID 128726
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[S:13]1[CH2:19][C:17](=[O:18])[NH:16][C:14]1=[S:15].C([O-])(=O)C.[Na+].C(O)(=O)C>O>[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[C:19]1[S:13][C:14](=[S:15])[NH:16][C:17]1=[O:18]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 665812,3-DimethoxybenzaldehydeHCID 517045Sodium AcetateHCID 1201546Rhodanine

Produkt 1

HCID 46021174-Thiazolidinone, 5-[(2,3-dimethoxyphenyl)methylene]-2-thioxo-Ausbeute 95,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2,3-dimethoxybenzaldehyde (5.2 g, 30 mmoles), rhodanine (4.0 g, 29 mmoles), sodium acetate (8.4 g, 102 mmoles), and acetic acid (50 ml) is stirred under an inert atmosphere and heated to reflux. After 4 hours the mixture is stirred into water (250 ml) and the precipitate is filtered off, rinsed successively with water (3X), ethanol (2X), and ether (2X), and dried to afford the pure product (7.8 g), mp 268°-269° C.

Aufarbeitung

  1. temperatureheated to reflux
  2. filtrationthe precipitate is filtered off
  3. washrinsed successively with water (3X), ethanol (2X), and ether (2X)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2a1b9a28b05d49ec9b038ce22124b7f3
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464856

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