Reaktion #4608

ord-21579b9c6dbe424cb126459426052c6c

Reaktionsgleichung

Clc1ncc(Br)cn1
5-bromo-2-chloropyrimidine
Nc1ccc(O)c(Cl)c1
4-amino-2-chlorophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CS(C)=O
dimethylsulfoxide
Nc1ccc(Oc2ncc(Br)cn2)c(Cl)c1
4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline
Ausbeute 62.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigereacted in a nitrogen atmosphere at 120° C. for 1.5 hours
  2. 2
    SonstigeAfter the completion of the reaction
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    WaschenThe extract was washed with water
  5. 5
    Trocknena saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate
  6. 6
    Sonstigepurified by silica gel column chromatography

Vorschrift

Into a flask, 7.00 g of 5-bromo-2-chloropyrimidine, 5.19 g of 4-amino-2-chlorophenol, 9.98 g of potassium carbonate and 70 ml of dimethylsulfoxide were introduced, and reacted in a nitrogen atmosphere at 120° C. for 1.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and then purified by silica gel column chromatography, whereby 6.80 g of oily 4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline was obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04727077uspto-grants-1988_02