Abstract
We have shown that sulfuryl chloride is an efficient reagent for the conversion of 2-oxazolidinone into the dichloro derivative, N -acetyl-4,5-dichloro-2-oxazolidinone. Subsequent Zn/AcOH reductive dehalogenation of this trans- dichloride gives N- acetyl-2-oxazolone. The dichloride was previously reported as an undesired side product in the preparation of N- acetyl-2-oxazolone from the monochloro oxazolidinone. In our hands, the dichloride is a key intermediate in a new synthesis of 2-oxazolone, that avoids the use of chlorine gas.
Key words
2-oxazolone - synthesis - sulfuryl chloride - chlorination - zinc - dehalogenation - chlorination
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