反应 #56817

反应方程式

p-tolylamine

4-chloro-6-(5-chloro-2-methyl-phenyl)-pyrimidin-2-yl-amine

hydrogen chloride

→

title compound

收率 98.4%

6-(5-Chloro-2-methyl-phenyl)-N*4*-p-tolyl-pyrimidine-2,4-diamine

收率 98.4%

溶剂

ethanol

dioxane

反应条件

后处理

1. 1
   温度The mixture was heated
2. 2
   温度under reflux for 75 minutes
3. 3
   其他After evaporation of volatiles under reduced pressure
4. 4
   workup.ADDITIONthe residue was treated 1.0 M hydrochloric acid (10 ml)
5. 5
   过滤After filtration the solid
6. 6
   workup.DISSOLUTIONwas dissolved in methanol (5 ml)
7. 7
   workup.ADDITIONtreated with a solution of sodium carbonate in water (1.0 M, 1.0 ml)
8. 8
   workup.STIRRINGAfter stirring for 30 minutes volatiles
9. 9
   其他were evaporated under reduced pressure
10. 10
    workup.ADDITIONThe residue was treated with water (10 ml)
11. 11
    workup.STIRRINGstirred for 15 minutes
12. 12
    过滤Filtration

实验过程

To a stirred suspension of the hydrochloride salt of 4-chloro-6-(5-chloro-2-methyl-phenyl)-pyrimidin-2-yl-amine (0.01 g, 0.0344 mmol) in ethanol (5 ml) was added a solution of hydrogen chloride in dioxane (4.0 M, 0.01 ml) followed by p-tolylamine (0.074 g, 0.068 mmol). The mixture was heated under reflux for 75 minutes. After evaporation of volatiles under reduced pressure, the residue was treated 1.0 M hydrochloric acid (10 ml) and stirred for 30 minutes. After filtration the solid was dissolved in methanol (5 ml) and treated with a solution of sodium carbonate in water (1.0 M, 1.0 ml). After stirring for 30 minutes volatiles were evaporated under reduced pressure. The residue was treated with water (10 ml) and stirred for 15 minutes. Filtration provided the title compound (0.011 g, 98% yield) as a white powder. 1H NMR (DMSO-d6) δ 2.27 (s, 3H, CH3), 2.34 (s, 3H, CH3), 6.07 (s, 1H, Ar), 6.33 (s, 2H, NH2), 7.10 (d, 2H, J=8.3 Hz, Ar), 7.30 (d, 1H, J=8.2 Hz, Ar), 7.35-7.40 (m, 2H, Ar), 7.61 (d, 1H, J=8.4 Hz, Ar), 9.09 (s, 1H, NH).

来源