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Primary amides and aldoximes are easily converted to their corresponding nitriles using a mixture of triphenylphosphine and N-chlorosuccinimide in dichloromethane at room temperature. The reaction of aldoximes occurs almost immediately and primary amides in 0.5 h by this method. By this procedure secondary amides are produced by Beckmann rearrangement of ketoximes.
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Iranpoor et al. (2002) studied this question.
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