Dimethyl Sulfoxide → 7,8-Dichloro-1-methylisoquinoline

HRID 1288477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288477
[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.[CH3:13]S(C)=O.[H-].[Na+]>O>[Cl:1][C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[CH3:13])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 679Dimethyl Sulfoxide2×HCID 24758Sodium hydrideHCID 125950627,8-Dichloroisoquinoline

Produkt 1

HCID 213938347,8-Dichloro-1-methylisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

7,8-Dichloroisoquinoline (0.019 mole) in 100 ml. of dimethylsulfoxide is added to a solution of sodium hydride (0.11 mole) in 100 ml. of dimethylsulfoxide at 70° C. The reaction mixture is stirred at 70° C. for 4 hours under a nitrogen atmosphere. The reaction mixture is cooled, 100 ml. of water is added, and the mixture is poured into 1500 ml. of water. The aqueous mixture is extracted with benzene. The extract is washed, dried over sodium sulfate and evaporated to give 7,8-dichloro-1-methylisoquinoline.

Aufarbeitung

  1. customat 70° C
  2. temperatureThe reaction mixture is cooled
  3. additionthe mixture is poured into 1500 ml
  4. extractionThe aqueous mixture is extracted with benzene
  5. washThe extract is washed
  6. dry with materialdried over sodium sulfate
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-dd3e80d8e2844313aabb83c81a95059d
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03988339

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