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

HRID 1636681Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1636681
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-805aa0a200f940a584a03de107af81d5
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06034248

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