反应详情

To 600 ml of dry dimethylformamide is added 2-acetamido-4,6-dimethylpyrimidine (34.8 g., 0.21 mole) and 2-diisopropylaminoethyl chloride hydrochloride (48 g., 0.24 mole). The mixture is stirred under nitrogen and sodium hydride (50% in mineral oil) (24.7 g., 0.515 mole) is added in portions over one hour while the temperature is maintained below 45° C. The mixture is then heated at 75°-78° C. for 1/2 hour and then at 90°-95° C. for 31/2 hours. On cooling, ethanol, 25 ml, is added and the solvents removed under reduced pressure. The residue is suspended in 75 ml of 1-propanol and 400 ml of 5N sodium hydroxide and refluxed with stirring for 18 hours. On cooling the mixture is extracted with methylene chloride. The organic extracts are then extracted with dilute hydrochloric acid. The acid extracts are extracted with hexane and then made alkaline with a molar excess of sodium hydroxide. The crude product is extracted from the basic solution with diethyl ether. The ethereal extracts are washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated under vacuum. The residue is distilled and the product diamine (37.2 g., 0.149 mole) collected at 130°-134° C./0.4 mm; melting point 79.5°-82° C.

1. temperatureis maintained below 45° C
2. temperatureThe mixture is then heated at 75°-78° C. for 1/2 hour
3. customat 90°-95° C.
4. custom2 hours
5. temperatureOn cooling
6. customthe solvents removed under reduced pressure
7. temperature400 ml of 5N sodium hydroxide and refluxed
8. stirringwith stirring for 18 hours
9. temperatureOn cooling the mixture
10. extractionis extracted with methylene chloride
11. extractionThe organic extracts are then extracted with dilute hydrochloric acid
12. extractionThe acid extracts are extracted with hexane
13. extractionThe crude product is extracted from the basic solution with diethyl ether
14. washThe ethereal extracts are washed with saturated sodium chloride solution
15. dry with materialdried over sodium sulfate
16. concentrationconcentrated under vacuum
17. distillationThe residue is distilled