Reacción #2253

ord-d187a558f2cb415e8f8f2e8cc58499db

Ecuación de reacción

[O-][n+]1ccc(-c2ccnc(Nc3cccc(Cl)c3)n2)cc1
N-(3-chloro-phenyl)-4-(N-oxido-4-pyridyl)-2-pyrimidineamine
O=P(Cl)(Cl)Cl
phosphorus oxychloride
[Na+].[OH-]
sodium hydroxide
Clc1cccc(Nc2nccc(-c3ccnc(Cl)c3)n2)c1
N-(3-chloro-phenyl)-4-(2-chloro4-pyridyl)-2-pyrimidineamine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with tetrahydrofuran
  2. 2
    ConcentraciónConcentration and crystallisation (tetrahydrofuran/ethanol) of the residue

Procedimiento

10.0 g (32 mmol) of N-(3-chloro-phenyl)-4-(N-oxido-4-pyridyl)-2-pyrimidineamine are stirred for 24 h in 100 ml of phosphorus oxychloride at 110°. The reaction mixture is stirred at 50° into 2N sodium hydroxide solution and extracted with tetrahydrofuran. Concentration and crystallisation (tetrahydrofuran/ethanol) of the residue give N-(3-chloro-phenyl)-4-(2-chloro4-pyridyl)-2-pyrimidineamine; m.p. 196°-198°, Rf =0.7 (methylene chloride:methanol=95:5).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728708uspto-grants-1998_03