4-Methylbenzenethiol → HCID 88076664, Verbindung

HRID 397603

Reaktionsgleichung

Reaktionsgleichung von HRID 397603
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[N+:9]([C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1SCl)([O-:11])=[O:10]>C(#N)C.[Ag]>[N+:9]([C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1[C:7]1[CH:6]=[C:5]([S:8][S:8][C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[C:7]([C:13]3[CH:14]=[CH:15][C:16]([N+:18]([O-:20])=[O:19])=[CH:17][C:12]=3[N+:9]([O-:11])=[O:10])[CH:6]=2)[CH:4]=[CH:3][C:2]=1[CH3:1])([O-:11])=[O:10]

Komponenten

5

Edukt 2

HCID 78114-MethylbenzenethiolHCID 682512,4-Dinitrobenzenesulfenyl chloride

Produkt 1

HCID 88076664HCID 88076664, VerbindungAusbeute 31,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23954SilverKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a nitrogen atmosphere, 3.70 g (16.0 mmol) of the silver salt of p-thiocresol and 3.75 g (16.0 mmol) of 2,4-dinitrophenylsulfenyl chloride were stirred for 3 hours in 150 ml of acetonitrile serving as a solvent, while cooling with ice water. The reaction mixture was filtered and the residue obtained after the concentration of the filtrate under reduced pressure was subjected to chromatography on a silica gel column (eluting solvent: hexane/ethyl acetate=5/1), whereby 1.64 g (5.08 mmol, yield: 31.8%) of 2,4-dinitrophenyl p-tolyldisulfide were obtained as yellow crystals.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customthe residue obtained after the concentration of the filtrate under reduced pressure
  3. washwas subjected to chromatography on a silica gel column (eluting solvent: hexane/ethyl acetate=5/1)

Quellen und Nachweise

ORD-Eintrag
ord-6754866044f34132be81ff2175324272
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610708B1

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