反応 #528634

反応方程式

Tetrahydro-1-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)-3-allyl-6-hydroxy-2(1H)-pyrimidinone

propargyl chloroformate

→

tetrahydro-1-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)-3-allyl-6-propargyloxycarbonyloxy-2(1H)-pyrimidinone

溶媒

pyridine

pyridine

反応条件

後処理

1. 1
   workup.ADDITIONis charged into a glass reaction vessel
2. 2
   その他equipped with a mechanical stirrer
3. 3
   workup.ADDITIONis slowly added
4. 4
   workup.ADDITIONAfter the addition
5. 5
   workup.STIRRINGis stirred for an additional period of about 20 minutes
6. 6
   その他completion of the reaction
7. 7
   ろ過After this time the reaction mixture is filtered
8. 8
   その他resulting in the formation of a precipitate
9. 9
   ろ過This precipitate is recovered by filtration
10. 10
    workup.DISSOLUTIONis dissolved in ether
11. 11
    洗浄The ether solution is washed with dilute aqueous sodium carbonate
12. 12
    乾燥is dried over anhydrous magnesium sulfate
13. 13
    ろ過is filtered

実験手順

Tetrahydro-1-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)-3-allyl-6-hydroxy-2(1H)-pyrimidinone (0.05 mole) dissolved in pyridine (80 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The solution is cooled to a temperature of about 10° C. and propargyl chloroformate (0.06 mole) dissolved in pyridine (25 ml) is slowly added with stirring over a period of about 15 minutes. After the addition is completed, the reaction mixture is warmed to room temperature and is stirred for an additional period of about 20 minutes to ensure completion of the reaction. After this time the reaction mixture is filtered. The filtrate is then combined with water (100 ml) resulting in the formation of a precipitate. This precipitate is recovered by filtration and is dissolved in ether. The ether solution is washed with dilute aqueous sodium carbonate, is dried over anhydrous magnesium sulfate and is filtered. The filtrate is then stripped of ether to yield the desired product tetrahydro-1-(5-methylsulfonyl-1,3,4-thiadiazol-2-yl)-3-allyl-6-propargyloxycarbonyloxy-2(1H)-pyrimidinone as the residue.

出典