Phenylhydrazine → 6-Phenyl-8-(3-nitrophenyl) pyrido[2,3-d]pyridazin-5-one

HRID 861952Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 861952
[N+:1]([C:4]1[CH:5]=[C:6]([CH:19]=[CH:20][CH:21]=1)[C:7]([C:9]1[C:14]([C:15]([O:17]C)=O)=[CH:13][CH:12]=[CH:11][N:10]=1)=O)([O-:3])=[O:2].[C:22]1([NH:28][NH2:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(O)C>[C:22]1([N:28]2[C:15](=[O:17])[C:14]3[CH:13]=[CH:12][CH:11]=[N:10][C:9]=3[C:7]([C:6]3[CH:19]=[CH:20][CH:21]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)=[N:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 7516PhenylhydrazineHCID 197007162-(3-Nitrobenzoyl)-3-methoxycarbonylpyridine

Produkt 1

HCID 538506476-Phenyl-8-(3-nitrophenyl) pyrido[2,3-d]pyridazin-5-oneAusbeute 21 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-nitrobenzoyl)-3-methoxycarbonylpyridine (0.26 g, 0.97 mmoles) dissolved in ethanol (50 ml), was added phenylhydrazine (0.25 ml, 2.4 mmoles). The mixture was refluxed for 168 hours. The solvent was removed and the solid was precipitated from ethanol and dried, yielding 0.07 g of 6-phenyl-8-(3-nitrophenyl) pyrido[2,3-d]pyridazin-5-one (21%), mp 167° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 168 hours
  2. customThe solvent was removed
  3. customthe solid was precipitated from ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8f0f0911f84c4fb081874095f8476667
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05716954

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