4-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotoluene → HCID 12832298, compound

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Reaction Steps

Under agitation and a layer of argon, a solution of 3.77 g of 4-chloro-3-nitrotrifluoromethylbenzene in 50 ml of dimethylformamide is added dropwise to a solution of 4.82 g of 4,5-bis(4-chlorophenyl)-2-mercaptoimidazole and 0.45 g of sodium hydride (80% strength in white oil) in 100 ml of dimethylformamide. The mixture is stirred for 20 minutes, concentrated under vacuum, and the residue is 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 methylene chloride/ether, thus obtaining 6.82 g of 4,5-bis(4-chlorophenyl)-2-(2-nitro-4-trifluoromethylphenylthio)imidazole, mp 264°-266°.

Provenance & Evidence