Hydrochloric Acid → 1-(4-chloro-2-fluoro-5-bis(methanesulphonyl) amino-phenyl)-4,5-dicyano-3-difluoromethyl-1,3-dihydro-2H-imidazol-2-one

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Reaction Steps

The product of Example 77, 1-(4-chloro-2-fluoro-5-nitrophenyl)-4,5-dicyano-3-difluoromethyl-1,3-dihydro-2H-imidazol-2-one, (0.7 g, 2.1 mmol) was dissolved in dichloromethane and treated sequentially at 0° C. with triethylamine (0.56 g, 5.5 mmol) and methanesulphonyl chloride (0.56 g, 5 mmol). The solution was allowed to stir 16 hours at ambient temperature, then poured onto 10 mL of 1N hydrochloric acid solution. The organic layer was separated, washed with brine, and dried and concentrated via standard techniques to furnish 1 g of 1-(4-chloro-2-fluoro-5-bis(methanesulphonyl) amino-phenyl)-4,5-dicyano-3-difluoromethyl-1,3 -dihydro-2H-imidazol-2-one (VI) (M.S. M+ 483).

Provenance & Evidence