تفاعل #445982

معادلة التفاعل

phenylguanidine hydrogen carbonate

1-cyclopropyl-1,3-butanedione

carbon dioxide

→

2-phenylamino-4-methyl-6-cyclopropylpyrimidine

المذيبات

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىas the reaction progresses
2. 2
   غسيلthe mixture is washed twice with 20 ml of water each time
3. 3
   تجفيفdried over sodium sulfate
4. 4
   ترشيحfiltered
5. 5
   أخرىthe solvent is evaporated
6. 6
   أخرىis purified by column chromatography over silica gel (diethyl ether/toluene: 5/3)
7. 7
   أخرىAfter the eluant mixture has been evaporated off
8. 8
   أخرىto crystallise
9. 9
   أخرىrecrystallised from diethyl ether/petroleum ether at 30°-50° C
10. 10
    أخرىLight-brown crystals are obtained
11. 11
    أخرىyield: 8.55 g (38 mmol) (=74.5% of the theoretical yield)

الإجراء التجريبي

10 g (51 mmol) of phenylguanidine hydrogen carbonate and 9.7 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).

المصدر