Hydrochloric Acid → 6-(4-Fluorophenyl)pyridazin-3-ol

HRID 2379390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2379390
[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH:8]=[CH:9][C:10](O)=[O:11])=O)=[CH:4][CH:3]=1.Cl.Cl.[NH2:17][NH2:18]>N>[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]2[CH:8]=[CH:9][C:10](=[O:11])[NH:18][N:17]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 37160CID 37160HCID 115031Hydrazinium chloride

Produkt 1

HCID 45648626-(4-Fluorophenyl)pyridazin-3-olAusbeute 93,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 222AmmoniaLösungsmittel

Versuchsvorschrift

3-(4'-Fluorobenzoyl)-acrylic acid (9.7 g, 0.04996 mol) was dissolved in 50 ml of concentrated aqueous ammonia solution, and the solution was allowed to stand for a few days, without a cover. The solution was first rendered neutral by adding hydrochloric acid (concentrated, 30 ml), a further 20 ml of concentrated hydrochloric acid were then added, followed by hydrazine hydrochloride (4.1 g, 0.06 mol), after which the mixture was refluxed for 8 hours. After cooling, the solid product which had precipitated was isolated, washed with water and dried to constant weight. 3-(4'-Fluorophenyl)-6-pyridazinone of m.p.=265°-267° C., 8.9 g, 0.04680 mol, were obtained, which corresponds to a yield of 93.7% of theory.

Aufarbeitung

  1. waitto stand for a few days, without a cover
  2. temperatureafter which the mixture was refluxed for 8 hours
  3. temperatureAfter cooling
  4. customthe solid product which had precipitated
  5. customwas isolated
  6. washwashed with water
  7. customdried to constant weight

Quellen und Nachweise

ORD-Eintrag
ord-0268eecb34d243d49d17cdd8049b72aa
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05362708

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