Sodium Hydroxide → 3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbonitrile

HRID 839224

Reaktionsgleichung

Reaktionsgleichung von HRID 839224
[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]([NH2:16])=O)=[CH:12][N:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)=O.[OH-].[Na+]>ClCCCl>[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]#[N:16])=[CH:12][N:11]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 203261233-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carboxamide

Produkt 1

HCID 203261583-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbonitrileAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

Heat at its boiling point a mixture of 10 g of 3-(5-nitro-2-furyl)-1-phenylpyrazole-4-carboxamide and 16.5 g of phosphorus oxychloride in 100 ml of 1,2-dichloroethane for 1 hour. Pour the resulting solution onto ice, and adjust the pH-value to 4 with saturated caustic soda solution. Separate the organic phase. Wash it with water and then evaporate it to dryness to obtain a 95% yield of 3-(5-nitro-2-furyl)-1-phenylpyrazole-4-carbonitrile [m.p. 190° to 192° C].

Aufarbeitung

  1. temperatureHeat at its boiling point
  2. additionPour the resulting solution onto ice
  3. customSeparate the organic phase
  4. washWash it with water
  5. customevaporate it to dryness

Quellen und Nachweise

ORD-Eintrag
ord-02ce5c141d9f4185b794e6b791a8bd7b
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04093812

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