2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 23471598, Verbindung

HRID 128019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128019
[CH3:1][CH:2]1[C:7]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH3:18])[C:13](=[O:19])[CH2:12][CH2:11]3)=[N:6][NH:5][C:4](=[O:20])[CH2:3]1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1C=CC=CC=1>[CH3:1][CH:2]1[C:7]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH3:18])[C:13](=[O:19])[CH:12]=[CH:11]3)=[N:6][NH:5][C:4](=[O:20])[CH2:3]1

Komponenten

4

Edukt 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 129826Y 590

Produkt 1

HCID 23471598HCID 23471598, VerbindungAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 5.4 g of 6-(5-methyl-3-oxo-2,3,4,5-tetrahydropyridazin-6-yl)-1-methyl-1,2,3,4-tetrahydroquinolin-2-one, 5.5 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and 500 ml of benzene was heated under reflux for 48 hours. After cooling, the precipitated crystals were filtered off. The filtrate was washed with a 10% sodium hydroxide solution and dried over sodium sulfate. The solvent was distilled off under reduced pressure. The residue and the crystals were combined and purified by using a column chromatograph. The resulting crystals were recrystallized from methanol to give 1.5 g of 6-(5-methyl-3-oxo-2,3,4,5-tetrahydropyridazin-6-yl)-1-methyl-1,2-dihydroquinolin-2-one, melting at 248°-251° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered off
  5. washThe filtrate was washed with a 10% sodium hydroxide solution
  6. dry with materialdried over sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure
  8. custompurified
  9. customThe resulting crystals were recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-23aebc49575048f78dc97f67179657f2
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04258185

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