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Synthesis 2010(24): 4312-4316  
DOI: 10.1055/s-0030-1258963
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 5-Amino-3-methylimidazolidine-2,4-dione and 1,3,5-Triazine Derivatives as Analogues of the Alkaloids Naamidine A and G

Helen M. Witcharda, Keith G. Watson*a,b
a Walter and Eliza Hall Institute of Medical Research, Biotechnology Centre, La Trobe R&D Park, Bundoora, 4 Research Avenue, Victoria 3086, Australia
Fax: +61(3)93452211; e-Mail: kwatson@wehi.edu.au;
b Department of Medical Biology, The University of Melbourne, Parkville, Victoria 3010, Australia
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Publication History

Received 17 September 2010
Publication Date:
09 November 2010 (online)

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Abstract

A simple two-step synthesis of 5-amino-3-methylimidazolidine-2,4-dione is described. Addition of this amine to cyanuric chloride followed by reaction with 4-methoxyphenol or 4-alkoxy­anilines gives analogues of the imidazole alkaloids naamidine A and G with a 1,3,5-triazine core.

Key words

antitumor agents - imidazolidine - naamidine alkaloids - nucleophilic addition - s-triazine