Ethoxyacetyl chloride → 6-[p-(ethoxyacetylamino)-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone

HRID 463653

Reaktionsgleichung

Reaktionsgleichung von HRID 463653
[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.[CH2:16]([O:18][CH2:19][C:20](Cl)=[O:21])[CH3:17]>CC(C)=O>[CH2:16]([O:18][CH2:19][C:20]([NH: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)=[O:21])[CH3:17]

Komponenten

4

Edukt 2

HCID 84189Ethoxyacetyl chlorideHCID 161928Ici 109,081

Produkt 1

HCID 131933766-[p-(ethoxyacetylamino)-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinoneAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

20.3 g (0.1 mole) of 6-(p-aminophenyl)-4,5-dihydro5-methyl-3(2H)-pyridazinone were stirred with 14.7 g (0.12 mole) of ethoxyacetyl chloride and 400 ml of absolute acetone for 10 hours at room temperature. The product was filtered off under suction at 10° C., washed with cold acetone and dried at 70° C. under reduced pressure. 14.8 g (51%) of 6-[p-(ethoxyacetylamino)-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone were obtained. Mp.: 195°-197° C.

Aufarbeitung

  1. filtrationThe product was filtered off under suction at 10° C.
  2. washwashed with cold acetone
  3. customdried at 70° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7163688a02c42ba8655b08a349fa603
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04544562

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