تفاعل #40926

معادلة التفاعل

Water

5-methyl-2,4(1H,3H)-pyrimidinedione

K2CO3

1-bromo-4-chlorobutane

→

title compound

1-(4-chlorobutyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

المذيبات

DMSO

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe resulting mixture was extracted with EtAcO
2. 2
   استخلاصextracted with DCM
3. 3
   غسيلThe organic phases were washed with brine
4. 4
   تجفيفdried over Na2SO4
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe crude product was purified by a silica SPE cartridge (25 g)
7. 7
   غسيلeluting with toluene/acetone from 95/5 to 75/25

الإجراء التجريبي

A mixture of 5-methyl-2,4(1H,3H)-pyrimidinedione (thimine, 500 mg, commercially available from Aldrich) and K2CO3 (546 mg) in dry DMSO (15 mL) was stirred for 1 hour at room temperature. 1-bromo-4-chlorobutane (0.46 mL) was then added and the mixture was stirred at room temperature for 20 hours. Water was then added and the resulting mixture was extracted with EtAcO. The aqueous phase was acidified to pH 7 with aqueous 2% HCl solution and extracted with DCM. The organic phases were washed with brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by a silica SPE cartridge (25 g) eluting with toluene/acetone from 95/5 to 75/25 to give the title compound as a colourless oil (250 mg).

المصدر