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Solid-phase synthesis of 2-imidazolidinethiones via Mitsunobu reaction of N-(2-hydroxyethyl)thioureas
Authors:Hyun Suk Jeon  Jae Nyoung Kim
Affiliation:a Department of Applied Chemistry and Center for Functional Nano Fine Chemicals, College of Engineering, Chonnam National University, Gwangju 500-757, Republic of Korea
b Department of Chemistry and Institute of Basic Science, Chonnam National University, Gwangju, 500-757, Republic of Korea
Abstract:This letter reports the solid-phase synthesis of 2-imidazolidinethiones via the N-cyclization of N-(2-hydroxyethyl)thioureas using the Mitsunobu reaction in good yield and purity. This process employed the reductive amination of an ArgoGel-MB-CHO resin to anchor the aminoalcohols, followed by a reaction with isothiocyanates to give the resin-attached N-(2-hydroxyethyl)thioureas. Cleavage of the 2-imidazolidinethiones was performed with trifluoroacetic acid.
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