Water → 5-[1-Quinolin-6-yl-meth-(z)-ylidene]-2-thioxo-thiazolidin-4-one

HRID 853018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 853018
C(O[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH:14]=O)[CH:12]=2)[N:7]=[CH:6][CH:5]=1)C.[S:16]1[CH2:22][C:20](=[O:21])[NH:19][C:17]1=[S:18].O>C(O)(=O)C>[N:7]1[C:8]2[C:13](=[CH:12][C:11](/[CH:14]=[C:22]3/[C:20](=[O:21])[NH:19][C:17](=[S:18])[S:16]/3)=[CH:10][CH:9]=2)[CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 1201546RhodanineHCID 586153616-Quinolinecarboxaldehyde, 4-ethoxy-

Produkt 1

HCID 116662315-[1-Quinolin-6-yl-meth-(z)-ylidene]-2-thioxo-thiazolidin-4-oneAusbeute 115,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The suspension of 4-ethoxy-quinoline-6-carbaldehyde (example 3b) (4.0 g, 20 mmol) and rhodanine (2.65 g, 20 mmol) in acetic acid (40 mL) was stirred under reflux for 12 h. After cooling to room temperature, water (50 mL) was added. The solid was collected by filtration, washed with water and dried to obtain 5-[1-quinolin-6-yl-meth-(Z)-ylidene]-2-thioxo-thiazolidin-4-one (6.3 g, 100%) as a brown solid. LC-MS m/e 317 (MH+).

Aufarbeitung

  1. temperatureunder reflux for 12 h
  2. filtrationThe solid was collected by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2edf450a61124f1db998ff09ca44f174
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253285B2

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