87223-24-3Relevant academic research and scientific papers
Polyaza Heterocycles. Part 2. Nucleophilic Substitution of Halogens in Halogenoquinoxalinocinnolines
Ahmad, Arshad,Dunbar, Linda J.,Green, Iain G.,Harvey, Ian W.,Shepherd, Thomas,et al.
, p. 2751 - 2758 (2007/10/02)
10-Chloroquinoxalinocinnoline readily undergoes methoxydechlorination when treated with sodium methoxide.The 1-, 2-, 3-, 4- and 9-chloro isomers are unreactive towards this reagent, but the 9,10-dichloro derivative undergoes substitution of both chlorines (the 10-position being much the more reactive).The 9- and 10-bromo analogues are both unreactive towards sodium methoxide, but the 9- and 10-fluoro analogues are both highly reactive, to the extent that it has not been possible even to isolate the 10-fluoro compound.Routes to 9- and 10-piperidinoquinoxalinocinnolines are described.
o-Nitrobenzylidene Compounds. Part 4. The Cyanide-induced Cyclisation of o-Acetamido-N-(o-nitrobenzylidene)anilines: an Improved Route to Quinoxalinocinnolines
Shepherd, Thomas,Smith, David M.
, p. 501 - 506 (2007/10/02)
Cyclisation of o-acetamido-N-(o-nitrobenzylidene)anilines (7) with potassium cyanide in methanol (preferably under nitrogen) leads in most cases to quinoxalinocinnolines (6) of unambiguous substitution pattern.In some cases, cyclisation appears to be incomplete, and 2-amino-3-(o-nitrophenyl)quinoxalines (11) are obtained as by-products; in certain cases quinoxalinocinnoline 5-oxides (10) are also detected.These by-products are assumed to result from oxidation of intermediates in the cyclisation process (7) ----> (6).
