Trichloromethanesulfenyl chloride → HCID 13093902, compound

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Reaction Steps

To 290 mg of NaOH in 15 ml of water, cooled in an ice bath, is added 1.0 g (3.56 mol) of 5-cyano-1-(4-trifluoromethylphenyl)uracil. Then 15 ml of dichloromethane is added, followed by 0.725 ml of trichloromethanesulfenyl chloride in 1.5 ml of dichloromethane. The mixture is stirred for approximately 2 hr at 5°. Then dichloromethane and ice cold water are added and the layers separated. The organic phase is washed with ice cold water, dried over MgSO4 and evaporated. The product is taken up with ether, filtered and washed again with ether to yield 5-cyano-3-trichloromethanesulfenyl-1-(4-trifluoromethylphenyl)uracil, m.p. 167°-168.5°.

Provenance & Evidence