4164-92-5Relevant articles and documents
Highly Selective Ruthenium-Catalyzed Direct Oxygenation of Amines to Amides
Ray, Ritwika,Hazari, Arijit Singha,Chandra, Shubhadeep,Maiti, Debabrata,Lahiri, Goutam Kumar
supporting information, p. 1067 - 1071 (2018/01/03)
Reports on aerobic oxidation of amines to amides are rare, and those reported suffer from several limitations like poor yield or selectivity and make use of pure oxygen under elevated pressure. Herein, we report a practical and an efficient ruthenium-catalyzed synthetic protocol that enables selective oxidation of a broad range of primary aliphatic, heterocyclic and benzylic amines to their corresponding amides, using readily available reagents and ambient air as the sole oxidant. Secondary amines instead, yield benzamides selectively as the sole product. Mechanistic investigations reveal intermediacy of nitriles, which undergo hydration to afford amide as the final product.
Synthesis and evaluation of antiallodynic and anticonvulsant activity of novel amide and urea derivatives of valproic acid analogues
Kaufmann, Dan,Bialer, Meir,Shimshoni, Jakob Avi,Devor, Marshall,Yagen, Boris
experimental part, p. 7236 - 7248 (2010/07/04)
Valproic acid (VPA, 1) is a major broad spectrum antiepileptic and central nervous system drug widely used to treat epilepsy, bipolar disorder, and migraine. VPA's clinical use is limited by two severe and lifethreatening side effects, teratogenicity and hepatotoxicity. A number of VPA analogues and their amide, N-methylamide and urea derivatives, were synthesized and evaluated in animal models of neuropathic pain and epilepsy. Among these, two amide and two urea derivatives of 1 showed the highest potency as antineuropathic pain compounds, with ED50 values of 49 and 51 mg/kg for the amides (19 and 20) and 49 and 74 mg/kg for the urea derivatives (29 and 33), respectively. 19, 20, and 29 were equipotent to gabapentin, a leading drug for the treatment of neuropathic pain. These data indicate strong potential for the above-mentioned novel compounds as candidates for future drug development for the treatment of neuropathic pain. 2009 American Chemical Society.
Heterogeneously catalyzed efficient oxygenation of primary amines to amides by a supported ruthenium hydroxide catalyst
Kim, Jung Won,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information; experimental part, p. 9249 - 9251 (2009/05/15)
(Chemical Equation Presented) Supporting green chemistry: The supported ruthenium hydroxide Ru(OH)x/Al2O3 acts as an efficient heterogeneous catalyst for the oxygenation of primary amines to primary amides (see scheme). Various primary amines (including aromatic, aliphatic, and heterocyclic) are converted in aqueous media, using air as the sole oxidant and producing only water as a by-product.