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Debus-Radziszewski imidazole synthesis : ウィキペディア英語版
Debus-Radziszewski imidazole synthesis
The Debus-Radziszewski imidazole synthesis is an organic reaction used for the synthesis of imidazoles from a dicarbonyl, an aldehyde, and ammonia. The dicarbonyl component is commonly glyoxal, but can also include various 1,2-diketones and ketoaldehydes. The method is used commercially to produce several imidazoles.〔Ebel, K., Koehler, H., Gamer, A. O., & Jäckh, R. "Imidazole and Derivatives." In Ullmann’s Encyclopedia of Industrial Chemistry; 2002 Wiley-VCH, 〕 The process is an example of a multicomponent reaction.
The reaction can be viewed as occurring in two stages. In the first stage, the dicarbonyl and ammonia condense to give an diimine (shown with unusual orientation of N-H groups):
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In the second stage, this diimine condenses with the aldehyde:
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This reaction is named after Heinrich Debus and Bronisław Leonard Radziszewski.〔''On the development of organic chemistry in Ukraine'' Dmytro O. Tymoshenko ARKIVOC 2005 (viii) 1-3 (Link )〕
A modification of this general method, where one equivalent of ammonia is replaced by an amine, affords ''N''-substituted imidazoles in good yields.〔

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==References==


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