5213-35-4Relevant academic research and scientific papers
Synthesis of nitroimidazole substituted 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for technetium-99m complexes with potential for imaging hypoxic tissue
Ramalingam, Kondareddiar,Raju, Natarajan,Nanjappan, Palaniappa,Nowotnik, David P.
, p. 2875 - 2894 (2007/10/02)
A series of 2-substituted-1,3-diaminopropanes (1b-1f, 1h) have been synthesized as precursors to nitroimidazole-substituted 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioxime (21b, 21d, 21e and 26a-26c) (Propylene Amine Oxime, PnAO) ligands. 3-Chlor
New Synthesis of 2-Nitroimidazoles
Davis, Dwight P.,Kirk, Kenneth L.,Cohen, Louis A.
, p. 253 - 256 (2007/10/02)
1-Triphenylmethylimidazoles are treated with n-butyllithium in tetrahydrofuran at 0 deg C to form the 2-lithio derivatives.The latter species react with n-propyl nitrate to give 1-trityl-2-nitroimidazoles which, after acid hydrolysis, provide the correspondine 2-nitroimidazoles. 2-Nitroimidazole was obtained from imidazole from overall yields of 27-35percent; 4-methyl-2-nitroimidazole was obtained in 40percent overall yield from 4-methylimidazole.Imidazole-4,5-dicarboxylic acid was converted, in several steps, to 1-tritylimidazole-4-methanil, and the latter compound was transformed into 2-nitroimidazole-4-methanol in an overall yield of 18percent.Protection of the hydroxymethyl function was found to be unnecessary during carbanion formation and nitration.Attempts to nitrate 1-methylimidazole or 1-methoxymethylimidazole by the same procedure failed.
