Ammonium Hydroxide → 5-(4-Quinolinylmethylene)-2-thioxo-4-thiazolidinone

HRID 2258497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2258497
[S:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].[OH-].[NH4+].[Cl-].[NH4+].[N:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH:22]=O)=[CH:14][CH:13]=1>C(O)C>[N:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH:22]=[C:7]2[S:1][C:2](=[S:3])[NH:4][C:5]2=[O:6])=[CH:14][CH:13]=1

Komponenten

6

Edukt 4

HCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 780724-QuinolinecarboxaldehydeHCID 1201546Rhodanine

Produkt 1

HCID 43702165-(4-Quinolinylmethylene)-2-thioxo-4-thiazolidinoneAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

Rhodanine (2.2 g; 16.5 mmol), 1.3 ml of concentrated ammonium hydroxide and 1 g of ammonium chloride in 20 ml of ethanol were heated on a steam bath for 15 minutes. 4-Quinoline carboxaldehyde (2.6 g; 16.5 mmol) was added and the resulting mixture was heated on the steam bath for another hour. Upon cooling to 5° C. a precipitate formed. This precipitate was recovered by filtration and then washed with water to provide 4 g of title compound, m.p. 325°-328° C.

Aufarbeitung

  1. temperaturethe resulting mixture was heated on the steam bath for another hour
  2. customformed
  3. filtrationThis precipitate was recovered by filtration
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-5b56b6900c764ecdacbc3dcc1d85a4fc
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05661168

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