Cyclopropylamine → 4-Chloro-6-cyclopropylamino-2-diethylamino-5-pyrimidinecarbonitrile

HRID 372651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 372651
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:10])[N:5]=[C:4]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[N:3]=1.[CH:16]1([NH2:19])[CH2:18][CH2:17]1>CC(C)=O>[Cl:10][C:6]1[C:7]([C:8]#[N:9])=[C:2]([NH:19][CH:16]2[CH2:18][CH2:17]2)[N:3]=[C:4]([N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[N:5]=1

Komponenten

4

Edukt 2

HCID 69828CyclopropylamineHCID 205101864,6-Dichloro-2-diethylamino-5-pyrimidinecarbonitrile

Produkt 1

HCID 205102034-Chloro-6-cyclopropylamino-2-diethylamino-5-pyrimidinecarbonitrileAusbeute 33,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 6.9 grams of 4,6-dichloro-2-diethylamino-5-pyrimidinecarbonitrile in 80 ml of acetone was added dropwise 3.2 grams of cyclopropylamine in 20 ml of acetone. The reaction mixture stood for 16 hours; then the acetone was removed by evaporation under reduced pressure. The residue was washed with water, and the resultant solid was collected. The solid was washed several times with water, then dried, to give 6.5 grams of crude product; mp, 100°-105°. The crude product was recrystallized from petroleum ether to give 2.5 grams of 4-chloro-6-cyclopropylamino-2-diethylamino-5-pyrimidinecarbonitrile; mp, 120°-122°.

Aufarbeitung

  1. customthen the acetone was removed by evaporation under reduced pressure
  2. washThe residue was washed with water
  3. customthe resultant solid was collected
  4. washThe solid was washed several times with water
  5. customdried
  6. customto give 6.5 grams of crude product
  7. custommp, 100°-105°
  8. customThe crude product was recrystallized from petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-689af0038fbe4c9ba0e44e49b909ce02
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04092150

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