Expanding Pd-Catalyzed C-N Bond-Forming Processes: The First Amidation of Aryl Sulfonates, Aqueous Amination, and Complementarity with Cu-Catalyzed Reactions. [Erratum to document cited in CA139:117168] was written by Huang, Xiaohua;Anderson, Kevin W.;Zim, Danilo;Jiang, Lei;Klapars, Artis;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2003.Computed Properties of C11H15NO2 This article mentions the following:
An important reference pertinent to the Pd-catalyzed amination in water was omitted on page 6655. The work by Boche and co-workers (Wullner, G.; Jansch, H.; Kannenberg, S.; Schubert, F.; Boche, G. Chem. Commun. 1998, 1509-1510) describes one example of aryl amination in water and several examples of aryl amination in aqueous solvent mixtures using NaOH as base. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Computed Properties of C11H15NO2).
N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Computed Properties of C11H15NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics