156901-44-9Relevant articles and documents
Amination of Some Nitroisoquinolines with Liquid Methylamine/Potassium Permanganate
Wozniak, Marian,Nowak, Krystyna
, p. 355 - 360 (2007/10/02)
5-Nitro-, 3-methyl-5-nitro-, 5,7-dinitro-, 5-chloro-8-nitro- and 8-chloro-5-nitroisoquinoline (1a-e) as well as 5-nitroisoquinoline N-oxide (1f) are aminated with a liquid methylamine solution of potassium permanganate (LMA/PP) to the corresponding mono- or mono- and bis(methylamino)-substituted nitro compounds 2 (a-m). 1-Nitroisoquinoline (1g) is aminated with LMA/PP to 1-(methylamino)isoquinoline (2n).Quantum-chemical calculations for some mononitroisoquinolines suggest that, in general, the experimentally observed regioselectivity of the amination is controlled by an interaction of frontal molecular orbitals (FMO) of the reagents. - Key Words: Methylaminations / Calculations, FMO / Isoquinolines / Aminations / Nitro compounds