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

HRID 1464636

Reaktionsgleichung

Reaktionsgleichung von HRID 1464636
[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 (3×), ethanol (2×), and ether (2×), 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 (3×), ethanol (2×), and ether (2×)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fa7234433e5740be84ccd24e22ba5245
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05306822

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