Nitrogen → 1-Chloro-6-methoxyphthalazine

HRID 2268828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2268828
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[NH:8][N:7]=[CH:6]2.N#N.P(Cl)(Cl)([Cl:18])=O>C(#N)C>[Cl:18][C:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH:6]=[N:7][N:8]=1

Komponenten

5

Edukt 3

HCID 947NitrogenHCID 24813Phosphorus oxychlorideHCID 122985436-Methoxyphthalazin-1-ol

Produkt 1

HCID 183816081-Chloro-6-methoxyphthalazineAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A suspension of 6-methoxy-2H-phthalazin-1-one (6.4 g, 36.3 mmoles), prepared as described in example 3, in acetonitrile (65 ml) under stirring and dry N2 at room temperature, was dropwise added with phosphorous oxychloride (6.8 ml, 73 mmoles), then the mixture was refluxed. After 3 hours the mixture was concentrated, taken up in water, neutralised with NaHCO3 and extracted more times with CH2Cl2. The organic phases were washed with water, anhydrified and concentrated to give 6.94 g of the title compound (yield: 98.3%). m.p.: 181-183° C.

Aufarbeitung

  1. customprepared
  2. temperaturethe mixture was refluxed
  3. concentrationAfter 3 hours the mixture was concentrated
  4. extractionextracted more times with CH2Cl2
  5. washThe organic phases were washed with water, anhydrified
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-29f621a189f4445b9ecb0371d7a99b92
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329370B1

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