4-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene → HCID 12832303, compound

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Reaction Steps

Under agitation and a layer of argon, a solution of 4.52 g of 4-chloro-3-nitrotrifluoromethylbenzene in 25 ml of dimethylformamide is added dropwise to a solution of 6.25 g of 4,5-bis(4-methoxyphenyl)-2-mercaptoimidazole and 0.6 g of sodium hydride (80% strength in white oil) in 200 ml of dimethylformamide. The solution is further stirred for 20 minutes, concentrated under vacuum, and the residue distributed between water and ethyl acetate. The organic solution is dried over sodium sulfate and concentrated to dryness under vacuum. The residue is crystallized from hexane/acetone, thus obtaining 9.44 g of 4,5-bis(4-methoxyphenyl)-2-(2-nitro-4-trifluoromethylphenylthio)imidazole in yellow needles, mp 264°-266°.

Provenance & Evidence