تفاعل #2336532

ord-15dbeaa659714f6b84db64de5621342e

معادلة التفاعل

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
المردود 52.0%
N#Cc1c(Sc2ccccc2)ccc(Sc2ccccc2)c1C#N
3,6-Bis(phenylthio) phthalonitrile
المردود 52.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07314511B2uspto-grants-2008_01