Hydrazine hydrate (1:1) → 4-(3-Chlorophenyl)pyridazine-3,6-diol

HRID 2239888Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2239888
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9](=O)[O:10][C:11](=[O:13])[CH:12]=2)[CH:5]=[CH:6][CH:7]=1.O.[NH2:16][NH2:17]>O.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:12]=[C:11]([OH:13])[N:17]=[N:16][C:9]=2[OH:10])[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 86618521HCID 86618521, Verbindung

Produkt 1

HCID 1785155844-(3-Chlorophenyl)pyridazine-3,6-diol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a 25 mL flask was added 3-(3-chlorophenyl)furan-2,5-dione (1.7 g, 8.15 mmol) from (1a) and hydrazine hydrate (0.476 mL, 9.78 mmol) in water (6 mL) and acetic acid (4 mL). The resulting mixture was refluxed for 18 hours. The solution was cooled and placed in the refrigerator for 1 hour. The resulting precipitate was filtered and dried, then purified by flash chromatography eluting with 5% methanol/dichloromethane to give 4-(3-chlorophenyl)pyridazine-3,6-diol.

Aufarbeitung

  1. temperatureThe resulting mixture was refluxed for 18 hours
  2. temperatureThe solution was cooled
  3. filtrationThe resulting precipitate was filtered
  4. customdried
  5. custompurified by flash chromatography
  6. washeluting with 5% methanol/dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-a2a103fb8fb34b94a6d33ca5cde93a59
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723336B2

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