2,5-Dimethoxytetrahydrofuran → 6-(4-pyrrol-1-ylphenyl)-4,5-dihydro-2H-pyridazin-3-one

HRID 569771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 569771
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.CO[CH:17]1[CH2:21][CH2:20][CH:19](OC)O1>C(O)(=O)C>[N:1]1([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=3)=[CH:4][CH:3]=2)[CH:17]=[CH:21][CH:20]=[CH:19]1

Komponenten

4

Edukt 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 108670826-(4-aminophenyl)-2H-pyridazin-3-one

Produkt 1

HCID 201463216-(4-pyrrol-1-ylphenyl)-4,5-dihydro-2H-pyridazin-3-oneAusbeute 25,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 6-(4-aminophenyl)-3(2H)-pyridazinone (3.7 g) and 2,5-dimethoxytetrahydrofuran (2.6 g) in glacial acetic acid (37 ml) is heated under reflux for four hours. The reaction mixture is cooled, filtered and the solid is washed with ethanol, and finally crystallized from methanol to give 1.2 g of the product, 4,5-dihydro-6-[4-(1H)-pyrrol-1-yl)phenyl]-3(2H)-pyridazinone, mp 222°-223° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for four hours
  3. temperatureThe reaction mixture is cooled
  4. filtrationfiltered
  5. washthe solid is washed with ethanol
  6. customfinally crystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-0bfde153d865463e8e0d1d61e8c94efe
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734415

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