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

HRID 259764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259764
[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-bfdcd0d346c745dfa0fb9810e79ef144
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05523314

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