تفاعل #70973

معادلة التفاعل

6-chloro-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

propane-1-thiol

NaH

→

1,3-Dimethyl-2,4-dioxo-6-(propylthio)-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde

المذيبات

1,4-dioxane

1,4-dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىwas consumed (monitored by TLC)
2. 2
   workup.ADDITIONThen the mixture was poured onto ice water (50 ml)
3. 3
   استخلاصthe aqueous phase was extracted with ethyl acetate (3×30 ml)
4. 4
   غسيلThe combined organic phases were washed with water
5. 5
   تجفيفdried over anhydrous MgSO4
6. 6
   أخرىThe solvent was evaporated in vacuo
7. 7
   أخرىthe crude product was purified by column chromatography with a mixture of n-hexane:ethyl acetate (1:1) as the eluent

الإجراء التجريبي

To a stirred solution of propane-1-thiol (2.30 mmol) in dry 1,4-dioxane (4 ml), NaH (2.30 mmol) was added under argon. To the mixture, a solution of 6-chloro-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde (2 mmol) in dry 1,4-dioxane (8 ml) was added at 5-8° C. in one portion. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). Then the mixture was poured onto ice water (50 ml) and the aqueous phase was extracted with ethyl acetate (3×30 ml). The combined organic phases were washed with water and dried over anhydrous MgSO4. The solvent was evaporated in vacuo and the crude product was purified by column chromatography with a mixture of n-hexane:ethyl acetate (1:1) as the eluent.

المصدر