Potassium Carbonate → 4-Chloro-5-(3-n-propoxy-4-methoxybenzylamino)-2-i-propyl-3(2H)pyridazinone

HRID 2372346Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2372346
Cl.[CH2:2]([O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[CH2:9][NH2:10])[CH2:3][CH3:4].[Cl:16][C:17]1[C:18](=[O:27])[N:19]([CH:24]([CH3:26])[CH3:25])[N:20]=[CH:21][C:22]=1Cl.C(=O)([O-])[O-].[K+].[K+].O1CCOCC1>O>[Cl:16][C:17]1[C:18](=[O:27])[N:19]([CH:24]([CH3:25])[CH3:26])[N:20]=[CH:21][C:22]=1[NH:10][CH2:9][C:8]1[CH:11]=[CH:12][C:13]([O:14][CH3:15])=[C:6]([O:5][CH2:2][CH2:3][CH3:4])[CH:7]=1

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 123518304,5-Dichloro-2-isopropylpyridazin-3(2H)-oneHCID 199031453-n-Propoxy-4-methoxybenzylamine hydrochloride

Produkt 1

HCID 138538964-Chloro-5-(3-n-propoxy-4-methoxybenzylamino)-2-i-propyl-3(2H)pyridazinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture comprising 1.34 g of 3-n-propoxy-4-methoxybenzylamine hydrochloride, 0.4 g of 4,5-dichloro-2-i-propyl-3(2H)pyridazinone, 1.08 g of potassium carbonate, 6 ml of 1,4-dioxane and 18 ml of water was refluxed under stirring for 8 hours. The solvent was distilled off under reduced pressure, and water was added to the the residue thereby obtained, and then the mixture was extracted with ethyl acetate. The extract was washed successively with diluted hydrochloric acid, water and a saturated sodium chloride aqueous solution, and dried over sodium sulfate, and then the solvent was distilled off. The product was crystallized from ethyl acetate-diethyl ether-n-hexane to obtain 230 mg of the above identified compound having a melting point of from 120° to 122° as colorless crystals.

Aufarbeitung

  1. temperaturewas refluxed
  2. distillationThe solvent was distilled off under reduced pressure, and water
  3. additionwas added to the the residue
  4. customthereby obtained
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed successively with diluted hydrochloric acid, water
  7. dry with materiala saturated sodium chloride aqueous solution, and dried over sodium sulfate
  8. distillationthe solvent was distilled off
  9. customThe product was crystallized from ethyl acetate-diethyl ether-n-hexane
  10. customto obtain 230 mg of the
  11. customof from 120° to 122°

Quellen und Nachweise

ORD-Eintrag
ord-5d13ad11be3a41b79492b99a6569830e
Quelldatensatz
uspto-grants-1992_03
Patentnummer
US05098900

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