Reaktion #3144

ord-034dc9437bee48c3847af5a6f9237cbd

Reaktionsgleichung

CC(=O)N1CCNC1=Nc1c(Cl)nc(C)nc1Cl
N-(1-acetylimidazolin-2-ylidene)-4,6-dichloro-2-methyl-5-pyrimidinamine
C[O-].[Na+]
sodium methoxide
[Na]
sodium
C[O-].[Na+]
sodium methoxide
COc1nc(C)nc(Cl)c1N=C1NCCN1
4-chloro-N-(imidazolin-2-ylidene)-6-methoxy-2-methyl-5-pyrimidinamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONis added
  2. 2
    Temperaturthe reaction mixture is maintained at a boil for from 15 minutes to 1 hour

Vorschrift

The final product, 4-chloro-N-(imidazolin-2-ylidene)-6-methoxy-2-methyl-5-pyrimidinamine is synthesized by first preparing sodium methoxide in situ from anhydrous methanol and sodium. The fifth intermediate, N-(1-acetylimidazolin-2-ylidene)-4,6-dichloro-2-methyl-5-pyrimidinamine, is added and the reaction mixture brought to a boil. From 15 minutes to 1 hour after the reaction mixture is brought to a boil, further sodium methoxide is added and the reaction mixture is maintained at a boil for from 15 minutes to 1 hour to afford 4-chloro-N-(imidazolin-2-ylidene)-6-methoxy-2-methyl-5-pyrimidinamine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05732717uspto-grants-1998_03