Реакция #77283

Уравнение реакции

3-[3-(dibromomethyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

dichloromethane

dimethoxymethane

→

title compound

Выход 17.5%

3-[3-(1,3-Dioxolan-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

Выход 17.5%

Растворители

ethylene glycol

ethylene glycol

ethylene glycol

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirred another day at room temperature
2. 2
   workup.STIRRINGAfter stirring an additional day the mixture
3. 3
   Фильтрацияis filtered
4. 4
   workup.ADDITIONThe filtrate is diluted with dichloromethane
5. 5
   Промывкаwashed with water
6. 6
   Сушкаdried over anhydrous magnesium sulfate
7. 7
   Концентрированиеconcentrated in vacuo
8. 8
   ДругоеThe residue is triturated with hexanes-ethyl acetate

Методика

A mixture of 3-[3-(dibromomethyl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (0.500 g, 10.0 mmol), silver trifluoromethanesulfonate (0.500 g, 19.5 mmol), ethylene glycol (5.00 ml), dichloromethane and dimethoxymethane is stirred three days at room temperature and treated with additional silver trifluoromethanesulfonate (0.300 g, 11.7 mmol). The resultant mixture is stirred one day at room temperature and treated with additional silver trifluoromethanesulfonate (0.400 g, 15.6 mmol) and ethylene glycol (1.00 ml), stirred another day at room temperature and treated again with silver trifluoromethanesulfonate (0.300 g, 11.7 mmol) and ethylene glycol (1.0 ml). After stirring an additional day the mixture is filtered. The filtrate is diluted with dichloromethane, washed with water, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue is triturated with hexanes-ethyl acetate to afford the title compound as a white solid (0.070 g, 17.5%, mp 213-216° C.) which is identified by NMR spectral analysis.

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