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Synfacts 2007(3): 0338-0338  
DOI: 10.1055/s-2007-968221
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Solid-Phase Synthesis of Disubstituted 2-Imidazolidinethiones

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
H. S. Jeon, J. H. Yoo, J. N. Kim, T. H. Kim*
Chonnam National University, Gwangju, Korea
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Publication History

Publication Date:
20 February 2007 (online)

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Significance

Solid-phase synthesis of 2-imidazolidinethiones 6 was demonstrated. Thus, ArgoGel-CHO resin 1 was coupled with several amino alcohols to give resin-supported ethanolamines 2. Isothiocyanates 3 were attached to resin 2 to give the corresponding N-(2-hydroxyethyl)thioureas 4. The intramolecular cyclization of 4 under Mitsunobu conditions afforded the N-cyclized products 5. The resulting compounds 5 were converted via cleavage of polymer supports with TFA into 2-imidazolidinethiones 6.