Pyrazole → 1-(3-nitrophenyl)-1H-pyrazole

HRID 581946Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 581946
I[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[CH:3]=1.[NH:11]1[CH:15]=[CH:14][CH:13]=[N:12]1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[N+:8]([C:4]1[CH:3]=[C:2]([N:11]2[CH:15]=[CH:14][CH:13]=[N:12]2)[CH:7]=[CH:6][CH:5]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 125741-Iodo-3-nitrobenzene

Produkt 1

HCID 121007811-(3-nitrophenyl)-1H-pyrazoleAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

A mixture of 1-iodo-3-nitrobenzene (18.7 g, 75 mmol), pyrazol (7.66 g, 113 mmol), potassium carbonate (11.2 g, 81 mmol) and catalytic amounts of cuprous iodide and copper-bronze in dry N-methyl-2-pyrrolidone (50 ml) is heated to 180° C. for 4.5 hours. After cooling the mixture is filtered through celite. The filtrate is poured into ice water (700 ml) and the product is filtered off, washed with water and dried to yield 13.57 g. Yield: 96%. Mp 85-87° C.

Aufarbeitung

  1. temperatureAfter cooling the mixture
  2. filtrationis filtered through celite
  3. additionThe filtrate is poured into ice water (700 ml)
  4. filtrationthe product is filtered off
  5. washwashed with water
  6. customdried
  7. customto yield 13.57 g

Quellen und Nachweise

ORD-Eintrag
ord-54e41fdecb8e4021b5ecfe8c075c7e9d
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05922724

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