تفاعل #1062035

معادلة التفاعل

n-propanesulfonyl chloride

5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

dichloromethane

potassium carbonate

→

5-methyl-6-(1-ethyl-5-n-propanesulfonyloxypyrazole-4-yl) carbonylthiochroman-1,1-dioxide

المردود 48.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   أخرىto react at the above temperature for 2 hours
2. 2
   أخرىliquid-separated
3. 3
   استخلاصAn aqueous layer was extracted with dichloromethane
4. 4
   غسيلAn organic layer was washed with a saturated sodium chloride aqueous solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   أخرىto give 0.2 g of a crude product
8. 8
   أخرىthe crude product was recrystallized from ethanol

الإجراء التجريبي

A 30-ml eggplant type flask was charged with 0.30 g (0.86 mmol) of 5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide, 25 ml of dichloromethane, 5 ml of water and 0.14 g (0.86 mmol, 1 equivalent) of potassium carbonate. While the mixture was stirred at room temperature, 0.14 g (0.95 mmol, 1.1 equivalents) of n-propanesulfonyl chloride was dropwise added. 5 mg of benzyltriethylammonium chloride (BTEAC) was added, and the mixture was allowed to react at the above temperature for 2 hours and then liquid-separated. An aqueous layer was extracted with dichloromethane. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over sodium sulfate. The solvent was distilled off to give 0.2 g of a crude product, and the crude product was recrystallized from ethanol to give 0.18 g (yield 48%) of 5-methyl-6-(1-ethyl-5-n-propanesulfonyloxypyrazole-4-yl) carbonylthiochroman-1,1-dioxide (Compound No. 58).

المصدر