Reaktion #168890

Reaktionsgleichung

2-chloro-4-(phenylthio)pyrimidine

diisopropylethylamine

1,3-phenylenediamine

→

product

Ausbeute 42.0%

N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine

Ausbeute 42.0%

Lösungsmittel

2-ethoxyethanol

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe whole was heated
2. 2
   Temperaturunder reflux for 20 hours
3. 3
   Waschenwashed with water and brine
4. 4
   TrocknenThe organic solution was dried (Na2SO4)
5. 5
   Einengenconcentrated in vacuo
6. 6
   Sonstigechromatographed on silica gel

Vorschrift

To a stirred mixture of 2-chloro-4-(phenylthio)pyrimidine (300 mg, 1.35 mmol) and diisopropylethylamine (0.35 mL, 2.02 mmol) in 2-ethoxyethanol (2 mL), was added 1,3-phenylenediamine (291 mg, 2.70 mmol) in one portion. The whole was heated under reflux for 20 hours. The mixture was cooled to room temperature, diluted with ethyl acetate (20 mL), washed with water and brine. The organic solution was dried (Na2SO4), concentrated in vacuo. The residue was flash chromatographed on silica gel using ethyl acetate:petroleum ether (20:80→0:50) as eluant to give the product (167 mg, 42%).

Quelle