반응 #2336532

ord-15dbeaa659714f6b84db64de5621342e

반응 방정식

O
Water
Sc1ccccc1
Thiophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
DMF
N#Cc1c(Sc2ccccc2)ccc(Sc2ccccc2)c1C#N
title compound
수율 52.0%
N#Cc1c(Sc2ccccc2)ccc(Sc2ccccc2)c1C#N
3,6-Bis(phenylthio) phthalonitrile
수율 52.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과then filtered
  2. 2
    기타The filter cake was purified by flash column chromatography (gradient elution 10%-30% ethyl acetate:isohexane)

실험 절차

Thiophenol (11.75 g, 107 mmol), potassium carbonate (14.74 g, 107 mmol) and ditosylated dicyanohydroquinone (25.00 g, 53.0 mmol) in DMF (80 mL) were reacted as described above. Water (100 mL) was added and the mixture stirred for 1 hour then filtered. The filter cake was purified by flash column chromatography (gradient elution 10%-30% ethyl acetate:isohexane) to give the title compound as a yellow solid (5.53 g, 16.1 mmol, 52%). [Found: C, 69.6%; H, 3.5%; N, 8.2%; S, 18.3%; C20H12N2S2 requires C, 69.8%; H, 3.5%; N, 8.1%; S, 18.6%]; MS (EI+) 344 (M+, 100%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07314511B2uspto-grants-2008_01