Potassium Carbonate → Ethyl 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

HRID 1731260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1731260
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([NH:9][NH2:10])[CH:6]=[CH:7][CH:8]=1.[CH2:11]([O:13][C:14](=[O:22])[C:15](=[CH:18]OCC)[C:16]#[N:17])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:17][C:16]1[N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([Cl:2])[CH:4]=2)[N:10]=[CH:18][C:15]=1[C:14]([O:13][CH2:11][CH3:12])=[O:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester

Produkt 1

HCID 757292Ethyl 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylateAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 53.7 g of (3-chlorophenyl)hydrazine hydrochloride, 50.8 g of ethyl(ethoxymethylene)cyanoacetate and 41.4 g of potassium carbonate in 500 ml of ethanol was refluxed for 20 hours. The solution was poured into ice water. The precipitated solid was collected by filtration, dried and recrystallized from ethanol/water to provide 53.0 g of 5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid, ethyl ester. Yield 67%. mp=115°-117° C.

Aufarbeitung

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried
  3. customrecrystallized from ethanol/water

Quellen und Nachweise

ORD-Eintrag
ord-92765eba177d4875b6ce732748c3c743
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04620865

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