تفاعل #417676

معادلة التفاعل

phenylguanidine hydrogen carbonate

methoxyacetylacetone

carbon dioxide

→

2-phenylamino-4-methyl-6-methoxymethylpyrimidine

المردود 92.0%

المذيبات

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   أخرىas the reaction progresses
2. 2
   درجة الحرارةAfter the brown emulsion has been cooled to room temperature
3. 3
   غسيلthe whole is then washed three times with 20 ml of water each time
4. 4
   تجفيفdried over sodium sulphate
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent is evaporated
7. 7
   workup.DISSOLUTIONThe 10.5 g of oily residue are dissolved in 140 ml of diethyl ether
8. 8
   workup.ADDITION4.4 g of 65% nitric acid are added
9. 9
   workup.STIRRINGwith stirring
10. 10
    workup.ADDITIONThe suspension of the resulting nitrate salt
11. 11
    workup.STIRRINGis stirred for a further 20 minutes
12. 12
    ترشيحis then filtered
13. 13
    غسيلwashed with 100 ml of diethyl ether
14. 14
    workup.ADDITION6 g of 30% sodium hydroxide solutions are added
15. 15
    workup.STIRRINGwith stirring to a mixture
16. 16
    أخرىthe organic phase is separated off
17. 17
    غسيلwashed twice with 40 ml of water each time
18. 18
    تجفيفdried over sodium sulfate
19. 19
    ترشيحfiltered
20. 20
    أخرىthe solvent is evaporated
21. 21
    أخرىThe 8.7 g of light-brown oily residue are crystallised with 100 ml of petroleum ether (b.p. 50°-70° C.)
22. 22
    ترشيحfiltered
23. 23
    أخرىdried
24. 24
    أخرىmelt at 59°-60° C.

الإجراء التجريبي

A mixture of 7.5 g of phenylguanidine hydrogen carbonate and 7.4 g of methoxyacetylacetone is heated at 100° C. for four hours with stirring, the evolution of carbon dioxide which occurs subsiding as the reaction progresses. After the brown emulsion has been cooled to room temperature, 60 ml of diethyl ether are added and the whole is then washed three times with 20 ml of water each time, dried over sodium sulphate and filtered, and the solvent is evaporated. The 10.5 g of oily residue are dissolved in 140 ml of diethyl ether, and then 4.4 g of 65% nitric acid are added thereto with stirring. The suspension of the resulting nitrate salt is stirred for a further 20 minutes and is then filtered and washed with 100 ml of diethyl ether. 6 g of 30% sodium hydroxide solutions are added with stirring to a mixture consisting of 11 g of the nitrate sale, 80 ml of diethyl ether and 60 ml of water, the organic phase is separated off, washed twice with 40 ml of water each time, dried over sodium sulfate and filtered, and the solvent is evaporated. The 8.7 g of light-brown oily residue are crystallised with 100 ml of petroleum ether (b.p. 50°-70° C.), filtered and dried. The 8 g of pale, beige-coloured crystalline powder melt at 59°-60° C.; yield: 92% of the theoretical yield, relative to phenylguanidine hydrogen carbonate.

المصدر