4-Fluorothiophenol → 1-(4-Fluoro-phenylsulfanyl)-4-methyl-2-nitro-benzene

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Reaction Steps

The product from Example 6a (5.00 g, 17.53 mmol) was reacted with 4-fluorothiophenol (2.24 g, 17.53 mmol) in place of thiophenol following the procedure from Example 5H for 18 h giving 1-(4-Fluoro-phenylsulfanyl)-4-methyl-2-nitro-benzene which was purified by silica gel column chromatography eluting with 5% EtOAc/hexane providing a solid (3.39 g, 74%). 1-(4-Fluoro-phenylsulfanyl)-4-methyl-2-nitro-benzene was reduced with SnCl2 following the procedure from Example 5I giving 2-(4-Fluoro-phenylsulfanyl)-5-methyl-phenylamine.

Provenance & Evidence