p-Toluenesulfonic acid → HCID 10313396, Verbindung

HRID 431551

Reaktionsgleichung

Reaktionsgleichung von HRID 431551
[C:1]1(C)C=CC(S(O)(=O)=O)=C[CH:2]=1.[NH2:12][C:13]1[C:18]([NH2:19])=[C:17]([CH3:20])[N:16]=[C:15]([Cl:21])[N:14]=1>C(Cl)(Cl)Cl>[Cl:21][C:15]1[N:14]=[C:13]2[C:18]([NH:19][C:1]([CH3:2])=[N:12]2)=[C:17]([CH3:20])[N:16]=1

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 2752952-Chloro-4,5-diamino-6-methylpyrimidine2×

Produkt 1

HCID 10313396HCID 10313396, VerbindungAusbeute 635,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

After adding 10.1 ml of ortho-triethyl acetate, 0.23 g of para-toluenesulfonic acid and 73 ml of 2-methylpyrrolidone to 7.6 g of 4,5-diamino-2-chloro-6-methylpyrimidine, the mixture was heated at 100° C. and then heated and stirred while removing out of the system the ethanol produced during the reaction. After disappearance of the 4,5-diamino-2-chloro-6-methylpyrimidine, the reaction solution was further heated and stirred at 180° C. for 2 hours. After cooling to room temperature, chloroform was added thereto for dilution. The mixture solution was washed with water and then washed with saturated brine, after which the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=95:5) to obtain 1.55 g of the title compound.

Aufarbeitung

  1. temperatureheated
  2. customwhile removing out of the system the ethanol
  3. customproduced during the reaction
  4. stirringstirred at 180° C. for 2 hours
  5. temperatureAfter cooling to room temperature
  6. washThe mixture solution was washed with water
  7. washwashed with saturated brine
  8. dry with materialafter which the organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified by silica gel column chromatography (chloroform:methanol=95:5)

Quellen und Nachweise

ORD-Eintrag
ord-d8df764e92fc445eb202e2d7c9fe31da
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660745B1

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