The Use of Chloroformamidine Hydrochloride as a Reagent for the Synthesis of Guanidines from Electron Deficient Aromatic Amines

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• 作者：Ian Armitage ; Mingkun Fu ; Frederick Hicks ; Adiseshu Kattuboina ; Jennifer S. N. Li ; Ashley McCarron and Lei Zhu
• 刊名：Journal of Heterocyclic Chemistry
• 出版年：2017
• 出版时间：January 2017
• 年：2017
• 卷：54
• 期：1
• 页码：728-734
• 全文大小：345K
• ISSN：1943-5193

文摘

In efforts to optimize a manufacturing process for an internal development compound, a clean, efficient approach to guanidine synthesis using <span class="TH_term3">chloroformamidine hydrochloridespan> was identified. To investigate the general utility of this methodology towards electron-deficient <span class="TH_term6">aromatic aminesspan>, a set of favorable conditions were developed from a series of screens, and the scope of the reaction was probed. The successful application of this chemistry to a variety of pyridines, anilines, and heterocyclic compounds highlights its use as an improved, alternative guanylation method for this often challenging set of <span class="TH_term6">aromatic aminesspan>.