反应 #552538

反应方程式

phenylguanidine hydrogen carbonate

1-cyclopropyl-1,3-butanedione

carbon dioxide

→

2-phenylamino-4-methyl-6-cyclopropylpyrimidine

溶剂

diethyl ether

反应条件

后处理

1. 1
   其他as the reaction progresses
2. 2
   洗涤the mixture is washed twice with 20 ml of water each time
3. 3
   干燥dried over sodium sulfate
4. 4
   过滤filtered
5. 5
   其他the solvent is evaporated
6. 6
   其他is purified by column chromatography over silica gel (diethyl ether/toluene: 5/3)
7. 7
   其他After the eluant mixture has been evaporated off
8. 8
   其他to crystallise
9. 9
   其他recrystallised from diethyl ether/petroleum ether at 30°-50° C
10. 10
    其他Light-brown crystals are obtained
11. 11
    其他yield: 8.55 g (38 mmol) (=74.5% of the theoretical yield)

实验过程

10 g (51 mmol) of phenylguanidine hydrogen carbonate and 9.6 g (77 mmol) of 1-cyclopropyl-1,3-butanedione are heated at 110° C. for 6 hours with stirring the evolution of carbon dioxide which occurs subsiding as the reaction progresses. After the dark brown emulsion has been cooled to room temperature, 50 ml of diethyl ether are added and the mixture is washed twice with 20 ml of water each time, dried over sodium sulfate and filtered, and the solvent is evaporated. The dark brown oil which remains (=13.1 g) is purified by column chromatography over silica gel (diethyl ether/toluene: 5/3). After the eluant mixture has been evaporated off, the brown oil is made to crystallise and recrystallised from diethyl ether/petroleum ether at 30°-50° C. Light-brown crystals are obtained. Melting point: 67°-69° C.; yield: 8.55 g (38 mmol) (=74.5% of the theoretical yield).

来源