- Debus-Radziszewski imidazole synthesis
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The Debus-Radziszewski imidazole synthesis is an organic reaction describing the synthesis of an imidazole from a diketone, an aldehyde and ammonia. It is an example of a multicomponent reaction.
In step one the diketone and ammonia form an diimine:
In the second step the diimine condenses with the aldehyde:
This reaction is named after Heinrich Debus[1] and Bronisław Leonard Radziszewski [2][3]
A modification of this general method, where one equivalent of ammonia is replaced by an amine, affords N-substituted imidazoles in good yields.[4]
References
- ^ Debus, Heinrich (1858). "Ueber die Einwirkung des Ammoniaks auf Glyoxal". Justus Liebigs Annalen der Chemie 107 (2): 199. doi:10.1002/jlac.18581070209.
- ^ Radzisewski, Br. (1882). "Ueber Glyoxalin und seine Homologe". Berichte der deutschen chemischen Gesellschaft 15 (2): 2706. doi:10.1002/cber.188201502245.
- ^ On the development of organic chemistry in Ukraine Dmytro O. Tymoshenko ARKIVOC 2005 (viii) 1-3 Link
- ^ US patent 6,177,575, A. J. Arduengo, "Process for Manufacture of Imidazoles", issued 2001-01-23
Categories:- Name reactions
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