Glyoxal, phenyl-, hydrate → 2-(3,5-Dichlorophenyl)-5-phenyl-2,3-dihydro-1,2,4-triazin-3-one

HRID 321980

Reaktionsgleichung

Reaktionsgleichung von HRID 321980
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]([C:11]([NH2:13])=[O:12])[NH2:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.O.[C:15]1([C:21]([CH:23]=O)=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:11](=[O:12])[N:13]=[C:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:23]=[N:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Komponenten

4

Edukt 2

HCID 12215922Glyoxal, phenyl-, hydrateHCID 155216502-(3,5-Dichlorophenyl)semicarbazide

Produkt 1

HCID 155216512-(3,5-Dichlorophenyl)-5-phenyl-2,3-dihydro-1,2,4-triazin-3-oneAusbeute 42,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

In 50 ml of dioxane was dissolved 2.20 g of 2-(3,5-dichlorophenyl)semicarbazide followed by addition of 1.52 g of phenylglyoxal monohydrate, and the mixture was refluxed for 5 hours. The reaction mixture was then concentrated and the residue was recrystallized from acetonitrile to provide 1.34 g of the title compound. m.p. 160-161° C.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 5 hours
  2. concentrationThe reaction mixture was then concentrated
  3. customthe residue was recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-97d8a8a988414f908a826ffd10fbc537
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211178B1

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