84594-64-9Relevant articles and documents
Design and synthesis of some novel 7-substituted thiosemicarbazinyl-quinolines via Ullmann coupling reaction and examination of their antimicrobial activities
Patel, Jankiben J.,Patel, Anuj P.,Chikhalia, Kishor H.
, p. 813 - 828 (2018)
Abstract: The present work demonstrates functionalization of 4,7-dichloro quinoline via a modified Ullmann coupling reaction concept of varying oxidation state and reaction conditions. Based on these conditions, novel 2-(4-morpholino quinolin-7-yl)-N-substituted phenyl hydrazinyl carbothioamide derivatives have been synthesized. Structures of the final synthesized compounds including intermediates were confirmed by IR, 1H NMR and 13C NMR spectral studies. Examination of biological profiles was carried out against various strains of micro-organisms. SAR and HOMO–LUMO calculations were carried out for judicious design. Graphical Abstract: [Figure not available: see fulltext.].
Solvent- and chromatography-free amination of π-deficient nitrogen heterocycles under microwave irradiation. A fast, efficient and green route to 9-aminoacridines, 4-aminoquinolines and 4-aminoquinazolines and its application to the synthesis of the drugs amsacrine and bistacrine
Staderini, Matteo,Cabezas, Nieves,Bolognesi, Maria Laura,Menéndez, J. Carlos
, p. 1024 - 1030 (2013/02/23)
Focused microwave irradiation of equimolecular mixtures of 9-chloroacridines, 4-chloroquinolines and 4-chloroquinazolines with amines in the presence of 2 equiv of phenol allows the general, fast and high-yielding synthesis of aminated heterocycles, with a very broad scope in terms of amine structure (aromatic, linear primary aliphatic, α-branched primary aliphatic, secondary aliphatic and diamines). Workup consisted of a simple washing with water and purification could be achieved by crystallization, avoiding the use of organic solvents in extraction and chromatographic purification steps. This protocol provides a solution to the long-standing synthetic problem of achieving a practical and efficient method for the amination of π-deficient nitrogen heterocycles for medicinal chemistry applications.
A convenient synthesis of nitrogen-containing heterocycles bearing amino substituents from heteroaryl triflates
Cacchi, Sandro,Carangio, Antonella,Fabrizi, Giancarlo,Moro, Leonardo,Pace, Paola
, p. 1400 - 1402 (2007/10/03)
Nitrogen-containing heterocycles bearing amino substituents were prepared by the reaction of the corresponding nitrogen-containing heteroaryl triflates with amines. The reaction affords good results with primary and secondary amines, and with aliphatic and aromatic amines. The whole triflation/amination process can also be conducted as a one-pot operation.
