When hexanamide is subjected to the conditions of the Hofmann rearrangement, pentanamine (A) is obtained as expected.

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When hexanamide is subjected to the conditions of the Hofmann rearrangement, pentanamine (A) is obtained as expected. However, a significant by-product is N,N′-dipen tyl urea (B). Explain the origin of B.CH,(CH,),CNH, Br, NaOH HO CH,(CH,)4NH, + CH(CH,),NHCNH(CH,) CH, A B

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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