Sulfuric Acid → 5-[Bis-(4-Chlorophenyl)-Methyl]-2-Pyridone

HRID 1390333

Reaktionsgleichung

Reaktionsgleichung von HRID 1390333
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6](O)[C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[OH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1.S(=O)(=O)(O)O.C(OCC)(=O)C>O>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[C:21]2[CH:22]=[CH:23][C:18](=[O:17])[NH:19][CH:20]=2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 1118Sulfuric AcidHCID 70334,4'-DichlorobenzhydrolHCID 8857Ethyl AcetateHCID 178516071HCID 178516071, Verbindung

Produkt 1

HCID 227487685-[Bis-(4-Chlorophenyl)-Methyl]-2-Pyridone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

Combine 50.6 g. (0.2 mole) of 4,4'-dichlorobenzhydrol with 57.1 g. (0.6 mole) of 2-hydroxy pyridine, with stirring heat to 200° C. and add dropwise 1.0 ml. of concentrated sulfuric acid. Increase the reaction temperature to 240°-250° C. and maintain at that temperature range while collecting water emanating from the reaction. Cool the reaction mixture, add a mixture of ethyl acetate and water with stirring and separate the liquid phases. Dry the organic phase, reduce the volume of ethyl acetate, cool to precipitate the crude product, yield 43 g. Crystallization from ethanol affords the product of this step, m.p. 211°-215° C.

Aufarbeitung

  1. additionadd dropwise 1.0 ml
  2. temperatureIncrease the reaction temperature to 240°-250° C.
  3. temperaturemaintain at that temperature range
  4. customwhile collecting water emanating
  5. customfrom the reaction
  6. temperatureCool the reaction mixture
  7. additionadd
  8. customseparate the liquid phases
  9. customDry the organic phase
  10. temperaturecool
  11. customto precipitate the crude product, yield 43 g
  12. customCrystallization from ethanol
  13. customaffords the product of this step, m.p. 211°-215° C.

Quellen und Nachweise

ORD-Eintrag
ord-b4ec73929dc04ea69628776727c52530
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04138488

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