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

HRID 862011Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 862011
[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-b3e9da1361d24e7ab9abd79fd1f9f14f
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05716975

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