Potassium Hydroxide → 1-methylthio-3,3-dimethyl-2-butanone O-[N-methyl-N-(dimethylaminosulfenyl)carbamoyl]oxime

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Reaction Steps

A mixture of 2.5 g powdered potassium hydroxide, 0.1 g. of dicyclohexyl-18-crown-6, and 6.0 g (0.037 mole) of 1-methylthio-3,3-dimethyl-2-butanone oxime in 200 ml of benzene was stirred 2 hrs. at 28° C. Then 5.9 g (0.037 mole) of N-methyl-N-(dimethylaminosulfenyl)carbamoyl fluoride was added rapidly. The mixture was stirred 20 hrs. at room temperature, water washed three times, dried (MgSO4), and the benzene solvent was removed in vacuo. The product, 1-methylthio-3,3-dimethyl-2-butanone O-[N-methyl-N-(dimethylaminosulfenyl)carbamoyl]oxime, was obtained as a heavy syrup which would not crystallize, 8 g. (73.7 percent yield).

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