Реакция #895

ord-bbaa547034cb4578bce2648d1c091a1f

Уравнение реакции

C[S-].[Na+]
sodium thiomethoxide
Clc1cc(Cl)nc(OCc2ccccc2)n1
4,6-dichloro-2-(phenylmethoxy)pyrimidine
CSc1cc(Cl)nc(OCc2ccccc2)n1
4-chloro-6-methylthio-2-(phenylmethoxy)pyrimidine

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеto react for 2 hours
  2. 2
    Другоеthe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  3. 3
    ПромывкаThe organic layer was washed with aqueous saturated sodium chloride
  4. 4
    Сушкаdried over anhydrous sodium sulfate
  5. 5
    Концентрированиеconcentrated
  6. 6
    Другоеpurified on a silica gel column

Методика

Aqueous sodium thiomethoxide (15%, 2.75 g, 0.0059×1.0 mol) was added dropwise in 4,6-dichloro-2-(phenylmethoxy)pyrimidine (Compound No. II-26) (1.5 g, 0.0059 mol) dissolved in THF at room temperature. After allowed to react for 2 hours, the reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated, then purified on a silica gel column to obtain 4-chloro-6-methylthio-2-(phenylmethoxy)pyrimidine (Compound No. II-15) as an intermediate.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723412uspto-grants-1998_03