61692-71-5Relevant academic research and scientific papers
One-pot domino synthesis of polyvicinalamine monomers
Kilic, Cem B.,Taralp, Alpay
experimental part, p. 506 - 510 (2011/06/22)
Imidazole was generated in situ via a domino reaction between glyoxal, formaldehyde, and two units of aqueous ammonia. Aqueous bicarbonate and a carboxylic anhydride or dialkyl dicarbonate were added, yielding the corresponding N, N′-diacyl or N,N′-dicarbalkoxy-2- hydroxyimidazoline. A Bamberger ring cleavage ensued, affording cis-1,2-di(acetamido)- ethene, cis-1,2-di(propylamido)ethene, cis-1,2-di(ethoxyamido)ethene, cis-1,2-di(tert-butoxyamido)ethene, or cis-1,2-di(benzamido) ethene as easily isolable solids. The convenience and generality offered by this one-pot approach implied a cost-effective route to the routine synthesis of oligo- and polyvicinalamine precursors.
Kinetics and Mechanism of the Bamberger Cleavage of Imidazole and of Histidine Derivatives by Diethyl Pyrocarbonate in Aqueous Solution
Grace, M. E.,Loosemore, M. J.,Semmel, M. L.,Pratt, R. F.
, p. 6784 - 6789 (2007/10/02)
The kinetics and mechanism of the Bamberger cleavage of imidazole and certain histidine derivatives by diethylpyrocarbonate in dilute aqueous solution have been studied.The cleavage yields have been measured as a function of reagent concentrations and of
