Pyridine → 4-Methyl-N-(oxo-lambda~4~-sulfanylidene)benzamide

HRID 72343

Reaktionsgleichung

Reaktionsgleichung von HRID 72343
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4]([C:7]([NH2:9])=[O:8])=[CH:3][CH:2]=1.N1C=CC=CC=1.[S:17](Cl)(Cl)=[O:18]>CCOCC>[S:17](=[N:9][C:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=1)=[O:8])=[O:18]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 692744-Methylbenzamide

Produkt 1

HCID 133013154-Methyl-N-(oxo-lambda~4~-sulfanylidene)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

p-Toluamide (76 g) and pyridine (95.5 ml) were initially charged in dry ether (600 ml) and, while cooling with ice, thionyl chloride (70.2 g) in ether (200 ml) was added dropwise. The mixture was stirred at room temperature overnight. With exclusion of moisture, the pyridine hydrochloride was then filtered off and washed with ether (100 ml). The solution was concentrated under reduced pressure and the residue (83.5 g) was used without further purification.

Aufarbeitung

  1. additionwas added dropwise
  2. filtrationWith exclusion of moisture, the pyridine hydrochloride was then filtered off
  3. washwashed with ether (100 ml)
  4. concentrationThe solution was concentrated under reduced pressure
  5. customthe residue (83.5 g) was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-40888b505acd4683b7f2770905b7cad1
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828995B2

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