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Synthesis 2009(4): 542-544  
DOI: 10.1055/s-0028-1083330
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© Georg Thieme Verlag Stuttgart ˙ New York

A Simple Practical Method for the Synthesis of 4,6-Dimethoxy-1,3,5-triazin-2(1H)-one Using Dimethylamine-Functionalized Solid-Phase Reagents

Kazuhito Hiokia,b, Keiichi Ohshimaa, Yuko Sotaa, Miki Tanakaa, Munetaka Kunishima*b,c
a Faculty of Pharmaceutical Sciences, Kobe Gakuin University, Chuo-ku, Kobe 650-8586, Japan
b Cooperative Research Center of Life Sciences, Kobe Gakuin University, Chuo-ku, Kobe 650-8586, Japan
c Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan
e-Mail: kunisima@ p.kanazawa-u.ac.jp;
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Publication History

Received 22 August 2008
Publication Date:
27 January 2009 (online)

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Abstract

A simple practical method for the synthesis of 4,6-dimethoxy-1,3,5-triazin-2(1H)-one was developed. The desired product was easily obtained from 2-chloro-4,6-dimethoxy-1,3,5-triazine and acetic acid by shaking with dimethylamine-functionalized silica gel in ethanol. It was also demonstrated that the silica gel could be recycled by washing it with diluted aqueous ammonia solution.

Key words

heterocycles - amines - supported reagents - nucleophilic aromatic substitutions - alcoholysis

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