Hydrochloric Acid → 4,5-Dihydro-5-methyl-6-(4-(4-oxo-1(4H)-pyridinyl)phenyl)-3(2H)-pyridazinone

HRID 973942

Reaktionsgleichung

Reaktionsgleichung von HRID 973942
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.CN(C)[CH:18]=[CH:19][C:20](=[O:26])[CH:21]=[CH:22]N(C)C.Cl>O>[CH3:15][CH:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:1]3[CH:22]=[CH:21][C:20](=[O:26])[CH:19]=[CH:18]3)=[CH:3][CH:4]=2)=[N:13][NH:12][C:11](=[O:14])[CH2:10]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 161928Ici 109,081HCID 534218661,5-Bis(dimethylamino)penta-1,4-dien-3-one

Produkt 1

HCID 1307024,5-Dihydro-5-methyl-6-(4-(4-oxo-1(4H)-pyridinyl)phenyl)-3(2H)-pyridazinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 6-(4-aminophenyl)-5-methyl-4,5-dihydro -3(2H)-pyridazinone (101 mg), 1,5-bis(dimethylamino)-1,4-pentadien-3-one (84 mg) and hydrochloric acid (1N, 0.5 ml) in water (1.5 ml) was stirred at room temperature for 4 hours. More hydrochloric acid (1N, 0.5 ml) was added and the reaction mixture was stirred at room temperature for 18 hours and then under reflux for 4 hours to afford a quantity of red insoluble material. The hot aqueous solvent was decanted off from the insoluble material, was allowed to cool and was seeded to afford the title compound, 41 mg, m.p. 245-249° C.

Aufarbeitung

  1. stirringthe reaction mixture was stirred at room temperature for 18 hours
  2. temperatureunder reflux for 4 hours
  3. customto afford a quantity of red insoluble material
  4. customThe hot aqueous solvent was decanted off from the insoluble material
  5. temperatureto cool

Quellen und Nachweise

ORD-Eintrag
ord-047ece221ab9471f944fd8e0f415ff8a
Quelldatensatz
uspto-grants-1991_11
Patentnummer
US05066653

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