반응 #168890

반응 방정식

2-chloro-4-(phenylthio)pyrimidine

diisopropylethylamine

1,3-phenylenediamine

→

product

수율 42.0%

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

수율 42.0%

용매

2-ethoxyethanol

ethyl acetate

반응 조건

후처리

1. 1
   온도The whole was heated
2. 2
   온도under reflux for 20 hours
3. 3
   세척washed with water and brine
4. 4
   건조The organic solution was dried (Na2SO4)
5. 5
   농축concentrated in vacuo
6. 6
   기타chromatographed on silica gel

실험 절차

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%).

출처