76655-99-7Relevant articles and documents
The Fragmentation of 5- and 3-Substituted Thiophene-2-carboxamides Under Electron Impact
Occhipinti, Salvatore,Alberghina, Gaetano,Fisichella, Salvatore,Puglisi, Orazio,Ceraulo, Leopoldo
, p. 632 - 636 (1980)
The 70 eV electron impact mass spectra of twelve 5- and 3-substituted thiophene-2-carboxamides are discussed with the aid of exact mass measurements and labelling experiments.All mass spectra exhibit pronounced molecular ions.Some isomeric 5- and 3-substituted title compounds can be differentiated by mass spectrometry.The fragmentation is influenced by a strong 'ortho-effect' which activates the NH3 elimination.In the other cases the most important fragmentation is NH2. loss, followed by CO elimination.
Stable and reusable nanoscale Fe2O3-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides
Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Sohail, Manzar,Sharif, Muhammad,Kalevaru, Narayana V.,Jagadeesh, Rajenahally V.
supporting information, p. 266 - 273 (2018/01/12)
The sustainable introduction of nitrogen moieties in the form of nitrile or amide groups in functionalized molecules is of fundamental interest because nitrogen-containing motifs are found in a large number of life science molecules, natural products and materials. Hence, the synthesis and functionalization of nitriles and amides from easily available starting materials using cost-effective catalysts and green reagents is highly desired. In this regard, herein we report the nanoscale iron oxide-catalyzed environmentally benign synthesis of nitriles and primary amides from aldehydes and aqueous ammonia in the presence of 1 bar O2 or air. Under mild reaction conditions, this iron-catalyzed aerobic oxidation process proceeds to synthesise functionalized and structurally diverse aromatic, aliphatic and heterocyclic nitriles. Additionally, applying this iron-based protocol, primary amides have also been prepared in a water medium.
Ruthenium(II) complexes bearing pyridine-functionalized N-heterocyclic carbene ligands: Synthesis, structure and catalytic application over amide synthesis
Nirmala, Muthukumaran,Viswanathamurthi, Periasamy
, p. 1725 - 1735 (2017/03/08)
A series of four imidazolium salts was synthesized by the reaction of 2-bromopyridine with 1-substituted imidazoles. These imidazolium salts (1a–d) were successfully employed as ligand precursors for the syntheses of new ruthenium(II) complexes bearing neutral bidentate ligands of N-heterocyclic carbene and pyridine donor moiety. The NHC-ruthenium(II) complexes (3a–d) were synthesized by reacting the appropriately substituted pyridine-functionalized N-heterocyclic carbenes with Ag2O forming the NHC–silver bromide in situ followed by transmetalation with [RuHCl(CO)(PPh3)3]. The new complexes were characterized by elemental analyses and spectroscopy (IR, UV-Vis,1H,13C,31P-NMR) as well as ESI mass spectrometry. Based on the spectral results, an octahedral geometry was assigned for all the complexes. The complexes were shown to be efficient catalysts for the one-pot conversion of various aldehydes to their corresponding primary amides with good to excellent isolated yields using NH2OH.HCl and NaHCO3. The effects of solvent, base, temperature, time and catalyst loading were also investigated. A broad range of amides were successfully synthesized with excellent isolated yields using the above optimized protocol. Notably, the complex 3a was found to be a very efficient and versatile catalyst towards amidation of a wide range of aldehydes. [Figure not available: see fulltext.]
