Reaction of primary and secondary chlorides with sodium cyanide in dimethyl sulfoxide occurs rapidly and efficiently to result in an improved general method for preparing nitriles. Advantages are also realized in conversion of primary and secondary bromides to their corresponding nitriles. Use of dimethyl sulfoxide allows preparative displacement of halides of the neophyl and neopentyl types by cyanide ion without rearrangement. Typical procedures which illustrate the various experimental methods are described.
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