4-Chloroaniline → 6-Chloro-N2-(4-chlorophenyl)pyrimidine-2,4-diamine

HRID 28546

Reaktionsgleichung

Reaktionsgleichung von HRID 28546
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.[Cl:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1>O1CCOCC1>[Cl:9][C:4]1[N:3]=[C:2]([NH:15][C:14]2[CH:16]=[CH:17][C:11]([Cl:10])=[CH:12][CH:13]=2)[N:7]=[C:6]([NH2:8])[CH:5]=1

Komponenten

4

Edukt 2

HCID 78124-ChloroanilineHCID 823874-Pyrimidinamine, 2,6-dichloro-

Produkt 1

HCID 860043166-Chloro-N2-(4-chlorophenyl)pyrimidine-2,4-diamineAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 2,6-dichloro-pyrimidin-4-yl-amine (0.492 g, 3.0 mmol) and 4-chloro-aniline (1.54 g, 12.0 mmol) in dioxane (25 ml) was heated under reflux for 3 hours. After cooled to room temperature, the mixture was filtered. Concentration of the filtrate under reduced pressure provided the crude product which was purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3) to provide 6-chloro-N*2*-(4-chloro-phenyl)-pyrimidine-2,4-diamine (0.32 g, 42% yield) as a white powder.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. filtrationthe mixture was filtered
  4. customConcentration of the filtrate under reduced pressure provided the crude product which
  5. customwas purified by flash chromatography on silica gel eluting with ethyl acetate-hexane (1:3)

Quellen und Nachweise

ORD-Eintrag
ord-9eb5e6401f8f42b0be4eb920452e57df
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419984B2

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