反応 #1687640

ord-3ce417c3b828498bb3e3318faf6f929e

反応方程式

O.S.[Na]
Sodium hydrogen sulfide monohydrate
Clc1nonc1-c1cccnc1
3 -(3-chloro-1,2,5-oxadiazol-4-yl) pyridine
O=C([O-])[O-].[K+].[K+]
Potassium carbonate
BrCCCc1ccccc1
1-bromo-3-phenylpropane
c1ccc(CCCSc2nonc2-c2cccnc2)cc1
title compound
c1ccc(CCCSc2nonc2-c2cccnc2)cc1
3-(3-(3-phenylpropylthio)-1,2,5-oxadiazol-4-yl)pyridine

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGthe reaction mixture was stirred for additionally 24 h
  2. 2
    抽出extracted with ether
  3. 3
    乾燥The combined ether phases were dried
  4. 4
    その他evaporated
  5. 5
    その他Purification by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1))

実験手順

Sodium hydrogen sulfide monohydrate (0.74 g, 10.5 mmol) was added to a solution of 3 -(3-chloro-1,2,5-oxadiazol-4-yl) pyridine (1.27, 7.0 mmol) in DMF (30 ml) at room temperature and the reaction mixture was stirred for 1 h. Potassium carbonate (2.0 g, 14.5 mmol) and 1-bromo-3-phenylpropane (2.4 g, 12 mmol) were added and the reaction mixture was stirred for additionally 24 h. Water (50 ml) was added and extracted with ether. The combined ether phases were dried and evaporated. Purification by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1)) gave the title compound.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE036375uspto-grants-1999_11