تفاعل #1687640

ord-3ce417c3b828498bb3e3318faf6f929e

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe reaction mixture was stirred for additionally 24 h
  2. 2
    استخلاصextracted with ether
  3. 3
    تجفيفThe combined ether phases were dried
  4. 4
    أخرىevaporated
  5. 5
    أخرىPurification by column chromatography (SiO2, eluent: ethyl acetate/methylene chloride (1:1))

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE036375uspto-grants-1999_11