Hydrochloric Acid → 4-Chloro-5-hydroxy-2-(phenylmethyl)-3(2H)-pyridazinone

HRID 2224267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2224267
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([Cl:15])=[C:11]([O:16]C)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>O>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]([Cl:15])=[C:11]([OH:16])[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 7370152-Benzyl-4-chloro-5-methoxypyridazin-3(2h)-one

Produkt 1

HCID 546831804-Chloro-5-hydroxy-2-(phenylmethyl)-3(2H)-pyridazinoneAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of 2-benzyl-4-chloro-5-methoxypyridazin-3(2H)-one (22.2 g, 87.47 mmol) in water (150.0 mL), potassium hydroxide (5.89 g) was added and the mixture was heated to reflux. After 3 h, the mixture was then cooled to room temperature and 6N aqueous hydrochloric acid was added and the pH of the solution was adjusted to 3.0. The precipitate was filtered, washed with water and dried under reduced pressure to give the title compound, 2-benzyl-4-chloro-5-hydroxypyridazin-3(2H)-one (20.45 g) as a white solid. HPLC: 2.40 min.

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture was heated to reflux
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ad96037d2be475b97167c7736b3fdcd
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07378418B2

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