2,5-Hexanedione → N-(2,5-Dimethylpyrrol-1-yl)-6-(4-methylpiperazin-1-yl)pyridazin-3-amine

HRID 1390003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1390003
[NH:1]([C:3]1[N:4]=[N:5][C:6]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)=[CH:7][CH:8]=1)[NH2:2].[CH3:16][C:17](=O)[CH2:18][CH2:19][C:20](=O)[CH3:21]>C(O)(=O)C>[CH3:21][C:20]1[N:2]([NH:1][C:3]2[N:4]=[N:5][C:6]([N:9]3[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]3)=[CH:7][CH:8]=2)[C:17]([CH3:16])=[CH:18][CH:19]=1

Komponenten

4

Edukt 2

HCID 80352,5-HexanedioneHCID 13016467Pyridazine, 3-hydrazinyl-6-(4-methyl-1-piperazinyl)-

Produkt 1

HCID 23275680N-(2,5-Dimethylpyrrol-1-yl)-6-(4-methylpiperazin-1-yl)pyridazin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 7 g (35 m moles) of 3-hydrazino-6-(4-methyl-1-piperazinyl)-pyridazine and 4.1 g (36 m moles) of 2,5-hexanedione in 100 ml of acetic acid is heated for 3 hours at 70° C. The solvent is evaporated off under vacuum and the oily residue is dissolved in water and made alkaline with 10% sodium hydroxyde. The mixture is extracted with ethyl acetate and the organic layer is evaporated to dryness in vacuo. The solid residue is crystallized first from ethyl ether and then from ethyl acetate yielding 2.6 g (26%) of the product of the title which melts at 181°-182° C.

Aufarbeitung

  1. customThe solvent is evaporated off under vacuum
  2. dissolutionthe oily residue is dissolved in water
  3. extractionThe mixture is extracted with ethyl acetate
  4. customthe organic layer is evaporated to dryness in vacuo
  5. customThe solid residue is crystallized first from ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1ed09182a629421385e573f67784e038
Quelldatensatz
uspto-grants-1981_01
Patentnummer
US04247551

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