تفاعل #895

ord-bbaa547034cb4578bce2648d1c091a1f

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto react for 2 hours
  2. 2
    أخرىthe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
  3. 3
    غسيلThe organic layer was washed with aqueous saturated sodium chloride
  4. 4
    تجفيفdried over anhydrous sodium sulfate
  5. 5
    تركيزconcentrated
  6. 6
    أخرىpurified on a silica gel column

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723412uspto-grants-1998_03