Реакция #9866

Уравнение реакции

4-chloro-2-methylsulfanyl-thieno[2,3-d]pyrimidine

OXONE

tetrahydrofuran

→

title compound

4—Chloro-2-methanesulfonyl-thieno[2,3-d]pyrimidine

Растворители

water

ethyl acetate

water

Условия реакции

Обработка

1. 1
   ТемператураThe resulting mixture was gradually warmed from 0° C. to room temperature overnight
2. 2
   Другоеthe layers were separated
3. 3
   ЭкстракцияThe aqueous layer was extracted with ethyl acetate (1×300 mL)
4. 4
   Промывкаwashed with brine (2×300 mL)
5. 5
   Сушкаdried over magnesium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated

Методика

To a solution of 4-chloro-2-methylsulfanyl-thieno[2,3-d]pyrimidine (10 g, 46.15 mmol) in tetrahydrofuran (350 mL) at 0° C. was added a solution of OXONE (59.6 g, 2.1 eq) in water (300 mL) dropwise with stirring. The resulting mixture was gradually warmed from 0° C. to room temperature overnight. The reaction mixture was diluted with ethyl acetate (1000 mL) and water (300 mL), and the layers were separated. The aqueous layer was extracted with ethyl acetate (1×300 mL). Organic layers were combined, washed with brine (2×300 mL), dried over magnesium sulfate, filtered and concentrated to give 10.7 g of the title compound as a tan powder (M+H)+=249.

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