2,3-Dichlorobenzaldehyde → 5-[(2,3-Dichlorophenyl)methylene]-2-thioxo-4-thiazolidinone

HRID 128727

Reaktionsgleichung

Reaktionsgleichung von HRID 128727
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[S:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=[S:13].C([O-])(=O)C.[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[C:17]1[S:11][C:12](=[S:13])[NH:14][C:15]1=[O:16]

Komponenten

5

Edukt 3

HCID 357452,3-DichlorobenzaldehydeHCID 517045Sodium AcetateHCID 1201546Rhodanine

Produkt 1

HCID 28543725-[(2,3-Dichlorophenyl)methylene]-2-thioxo-4-thiazolidinoneAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 2,3-dichlorobenzaldehyde (4.6 g, mmoles), rhodanine (3.5 g, 25 mmoles), sodium acetate (7.5 g, 91 mmoles), and acetic acid (40 ml) is stirred under an inert atmosphere and heated to reflux. After 2.5 hours the mixture is stirred into ice-water (250 ml) and the precipitate is filtered off, rinsed three times with water and dried. Recrystallization from methanol gave the pure product (2.9 g), mp 203°-204° C.

Aufarbeitung

  1. temperatureheated to reflux
  2. filtrationthe precipitate is filtered off
  3. washrinsed three times with water
  4. customdried
  5. customRecrystallization from methanol

Quellen und Nachweise

ORD-Eintrag
ord-029bb7e8f5a3430fb8eff75b0d44cb04
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464856

Verknüpfte Notizen

Wird geladen…