Pyridine → 2-Nitro-6-(phenylthio)benzonitrile

HRID 833

Reaktionsgleichung

Reaktionsgleichung von HRID 833
[N+]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.[C:15]1([SH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C([O-])([O-])=O.[K+].[K+].N1C=CC=CC=1>CN(C=O)C.O>[N+:12]([C:8]1[CH:9]=[CH:10][CH:11]=[C:4]([S:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]=1[C:6]#[N:7])([O-:14])=[O:13]

Komponenten

7

Edukt 4

HCID 1049PyridineHCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 520718Dinitrobenzonitrile

Produkt 1

HCID 151982412-Nitro-6-(phenylthio)benzonitrileAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

An ice water bath-cooled mixture of 2.0 g (0.01 mol) of 2,6-dinitrobenzonitrile (Lancaster Synthesis, Inc., Windham, N.H. 03087), 1.06 ml (0.01 mol) of thiophenol, and 1.44 g (0.01 mol) of anhydrous K2CO3 in 50 mL of DMF was stirred for 0.5 h. Pyridine was added to the reaction mixture until it became basic, and was followed by the addition of approximately 100 mL of H2O. The yellow precipitate was collected by filtration, washed with 1N NaOH, water and dried to give 1.94 g (89%) of 2-nitro-6-(phenylthio)benzonitrile as a yellow solid: mp 106°-107° C.

Aufarbeitung

  1. filtrationThe yellow precipitate was collected by filtration
  2. washwashed with 1N NaOH, water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9c0049ffd5bd4c2597bd8dc1da4f9125
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723452

Verknüpfte Notizen

Wird geladen…