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Synfacts 2009(10): 1169-1169  
DOI: 10.1055/s-0029-1217880
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Guanidines with a Brominated Polymer

Contributor(s): Yasuhiro Uozumi, Norihiro Ishiyama
Y. Wang*, D. R. Sauer, S. W. Djuric
Abbott Laboratories, Abbott Park, USA
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

A two-step, one-pot synthesis of substituted guanidines 5 was developed utilizing 4-(bromomethyl)phenoxyethyl polystyrene 2. Thus, S-alkylation of thioureas 1 with bromo resin 2 for four hours, followed by treatment with primary amines 4 gave the corresponding guanidines 5 in up to 99% yield (12 examples, eq. 1).