Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 8, 1978 - Issue 8
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Original Articles

A Convenient Preparation of N,N-Dibromoamines

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Pages 549-562 | Received 26 Apr 1978, Published online: 06 Dec 2006
 

Abstract

The preparation of N,N-dibromo compounds by treatment of the parent amine or amide with free bromine,3 hypobromite solution,4 acetyl hypobromite5 or monobromoacetamide6 has been described. More recently, a method involving treatment of the free amide or amine with an N-bromo heterocycle, such as N-bromosuccinimide (NBS), has been developed.7 From our own experience, with the possible exception of the N-bromo amide or imide route, these methods tend to be highly specific, and cannot be reliably used as a general preparation of N,N-dibromoamines.

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