Acetic Acid → 4-methyl-2,7-diphenyl-1H-pyrazolo[3,4-b]pyridine-3,6-dione

HRID 1613123

Reaktionsgleichung

Reaktionsgleichung von HRID 1613123
[C:1]1([N:7]2[C:11](=[O:12])[CH2:10][C:9]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:20](OCC)(=[O:25])[CH2:21][C:22]([CH3:24])=O.C(O)(=O)C>O>[C:1]1([N:7]2[C:11](=[O:12])[C:10]3[C:22]([CH3:24])=[CH:21][C:20](=[O:25])[N:13]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:9]=3[NH:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 8868Ethyl AcetoacetateHCID 178516394HCID 178516394, Verbindung

Produkt 1

HCID 3603164-methyl-2,7-diphenyl-1H-pyrazolo[3,4-b]pyridine-3,6-dioneAusbeute 34,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

25 g of 1-phenyl-3-anilino-2-pyrazoline-5-one, 180 g of ethyl acetoacetate, and 150 ml of acetic acid were heated while refluxing for 6 hours. The reaction solution was diluted with water, and the solid formed was crystallized from acetonitrile to obtain 10.9 g of 2,7-diphenyl-4-methylpyrazolo[3,4-b]pyridine-3,6-dione. Melting point: 145° to 147° C.

Aufarbeitung

  1. temperaturewhile refluxing for 6 hours
  2. customthe solid formed
  3. customwas crystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-3d88fcac97574307b1bbc025b352c071
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05192738

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