反応 #2336533

ord-d894e478ca4346788f845d2f4943a11e

反応方程式

Cc1ccccc1S
2-Methylthiophenol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
DMF
Cc1ccccc1Sc1ccc(Sc2ccccc2C)c(C#N)c1C#N
title compound
収率 42.0%
Cc1ccccc1Sc1ccc(Sc2ccccc2C)c(C#N)c1C#N
3,6-Bis(2′-methylphenylthio) phthalonitrile
収率 42.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The mixture was isolated
  2. 2
    その他to give a yellow oil
  3. 3
    その他The material was purified by flash column chromatography (eluting 10% ethyl acetate:isohexane)

実験手順

2-Methylthiophenol (10.60 g, 85.5 mmol), potassium carbonate (11.82 g, 82.0 mmol) and ditosylated dicyanohydroquinone (20.00 g, 42.7 mmol) in DMF (75 mL) were reacted as described above. The mixture was isolated as described above to give a yellow oil. The material was purified by flash column chromatography (eluting 10% ethyl acetate:isohexane) to give the title compound as a yellow solid (8.85 g, 23.8 mmol, 42%). [Found: C, 70.7%; H, 4.6%; N, 7.5%; S, 17.2%; C22H16N2S2 requires C, 70.9%; H, 4.3%; N, 7.5%; S, 17.2%]; MS (EI+) 372 (M+, 100%), 357 (M-CH3, 8), 339 (20).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07314511B2uspto-grants-2008_01