p-Fluoronitrobenzene → 2-(4-Nitrophenyl)-2h-1,2,3-triazole

HRID 279163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 279163
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH:15]=[CH:14][N:13]=[N:12]1>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:12]2[N:13]=[CH:14][CH:15]=[N:11]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

4

Edukt 2

HCID 9590p-FluoronitrobenzeneHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 2781582-(4-Nitrophenyl)-2h-1,2,3-triazoleAusbeute 66,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4-Fluoronitrobenzene (21 g) was reacted with 1H-1,2,3-triazole (12.4 g) in the same manner as in Reference Example 9. The resultant was cooled and poured into water. The precipitated crystals were collected by filtration and purified by silica gel chromatography (eluent: dichloromethane to dichloromethane/acetone=8/1). The first eluted fraction was recrystallized from dichloromethane-diisopropyl ether to give 2-(4-nitrophenyl)-2H-1,2,3-triazole (18.8 g) as pale yellow prisms.

Aufarbeitung

  1. temperatureThe resultant was cooled
  2. filtrationThe precipitated crystals were collected by filtration
  3. custompurified by silica gel chromatography (eluent: dichloromethane to dichloromethane/acetone=8/1)
  4. customThe first eluted fraction was recrystallized from dichloromethane-diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-fbd7cc109d7e47a9a9616d1326ba7ffc
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362206B1

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