A. Klásek, Ondřej Rudolf, Michal Rouchal
Mar 1, 2015
Citations
0
Influential Citations
5
Citations
Journal
Helvetica Chimica Acta
Abstract
3-Hydroxyquinoline-2,4-diones react with KSCN in the presence of the NH ions to generate 2,3-dihydro-3-thioxoimidazo[1,5-c]quinazolin-5(6H)-ones, 2,3-dihydro-2-thioxo-1H-imidazo[4,5-c]quinolin-4(5H)-ones, and products of molecular rearrangement of the 3-aminoquinolinedione intermediates. Starting compounds with a benzyl (Bn) group at C(3) afford 3-aminoquinolinediones, even when only AcONH4 is used. The results of the reaction between 3-hydroxyquinoline-2,4-diones and KSCN in the presence of BuNH2 show that replacing a OH group with a secondary NH2 group is also possible.