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Synlett 2010(9): 1428-1429  
DOI: 10.1055/s-0029-1219907
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© Georg Thieme Verlag Stuttgart ˙ New York

2-Cloro-1,3-Dimethylimidazolinium Chloride

Yan Wang*
Department of Chemistry, Jilin University, Changchun 130022, P. R. of China
e-Mail: chemwangy@gmail.com;
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Publication History

Publication Date:
10 May 2010 (online)

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Introduction

2-Chloro-1,3-dimethylimidazolinium chloride (DMC) is a commercial chloroamidinium salt that has been widely used as a dehydrating reagent in organic synthesis. The synthetic importance and significance of DMC is based on its simple preparation from 1,3-dimethyl-2-imidazolidinone (DMI) by chlorination and on the easy removal of regenerated DMI after its condensation reaction by washing with water (Scheme  [¹] ). Compared with the traditional dehydrating reagents, such as dicyclohexylcarbodiimide (DCC) and N-(3-dimethylaminopropyl)-N-ethylcarbodiimide (EDCI), DMC is a low-cost and significant non-toxic reagent. [¹] On the other hand, DMC associated with its excellent character has been widely used in some multistep reactions for the synthesis of complex compounds. [²-5]

Scheme 1