Dimethyl Sulfoxide → HCID 627307, Verbindung

HRID 1243261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1243261
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=O.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[SH:22].CS(C)=O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[S:22][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[N:15]=2)[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12]

Komponenten

5

Edukt 3

HCID 679Dimethyl SulfoxideHCID 68583,4,5-TrimethoxybenzaldehydeHCID 87132-Aminothiophenol

Produkt 1

HCID 627307HCID 627307, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 3,4,5-trimethoxybenzaldehyde (19.7 g, 0.1 mol), 2-aminobenzenethiol (11.2 cm3, 0.105 mol) and dimethylsulfoxide acid (75 cm3) was heated under reflux for 24 hours. The cooled solution was added to water and extracted into ethyl acetate (3×50 cm3). The combined organic layers were dried (MgSO4), filtered and the filtrate evaporated down under reduced pressure. The solid residue was recrystallised from ethyl acetate to give 25.5 g (85.0%) of the desired product, mpt. 135° C.

Aufarbeitung

  1. temperatureunder reflux for 24 hours
  2. extractionextracted into ethyl acetate (3×50 cm3)
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. filtrationfiltered
  5. customthe filtrate evaporated down under reduced pressure
  6. customThe solid residue was recrystallised from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2f0e3e88f4c04ac4bc69ebe8a8ef542b
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07118787B2

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