反应详情

1,8-Diaminonaphthalene (44.5 g, 0.282 mole) is suspended in 400 ml of 4N hydrochloric acid. To this suspension is added 2-hydroxy-2-methyl butyric acid (50 g, 0.423 mole) and the whole is stirred and heated under reflux for 96 hours. Then the reaction mixture is allowed to cool and is filtered, yielding a gray-green solid. The solid is heated and stirred with 1 liter of refluxing ethanol, and is filtered while hot to remove unreacted starting materials. The filtrate is concentrated to dryness and the resulting solid is treated with 500 ml of boiling ethanol. After the insoluble material is removed by filtration, the filtrate was treated with charcoal, yielding a yellow solution. Addition of ether, plus cooling, yields a yellow-brown solid. Recrystallization from ethanol (charcoal) yields the desired product, α-ethyl-α-methyl-2-perimidinemethanol, hydrochloride, m.p. 266°-268° dec.).

1. temperatureheated
2. temperatureunder reflux for 96 hours
3. temperatureto cool
4. filtrationis filtered
5. customyielding a gray-green solid
6. temperatureThe solid is heated
7. filtrationis filtered while hot
8. customto remove unreacted
9. concentrationThe filtrate is concentrated to dryness
10. additionthe resulting solid is treated with 500 ml of boiling ethanol
11. customAfter the insoluble material is removed by filtration
12. additionthe filtrate was treated with charcoal
13. customyielding a yellow solution
14. temperaturecooling
15. customyields a yellow-brown solid
16. customRecrystallization from ethanol (charcoal)