The thermolysis of polyazapentadienes. Part 2. Formation of quinoxalines from 5-aryl-1-phenyl-1,2,5-triazapentadienes was written by McNab, Hamish. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1982.Application In Synthesis of 6-Chloroquinoxaline This article mentions the following:
Gas phase pyrolysis of RC6H4N:CHCH:NNHPh (I; R = p-Me, -OMe, -Cl, -Ac) at 600° and 10-2 Torr gave the quinoxalines II (R = Me, OMe, Cl, Ac, R1 = H) in 13-42% yield. Similarly, I (R = o-Me, -OMe, -Cl) gave II (R = H, R1 = Me, OMe, Cl) but in lower yields; II (R = R1 = H) was the major by-product due to ipso attack and elimination of the substituent. Meta-substituted I gave mixtures of 5- and 6-substituted quinoxalines on pyrolysis. The 5-isomer is dominant for compounds with meta-alkyl substituents whereas the 6-isomer is the major product for those with electron-withdrawing or -donating meta-substituents. In the experiment, the researchers used many compounds, for example, 6-Chloroquinoxaline (cas: 5448-43-1Application In Synthesis of 6-Chloroquinoxaline).
6-Chloroquinoxaline (cas: 5448-43-1) belongs to quinoxaline derivatives. Condensed heterocycles of quinoxalines have become attractive targets in synthetic and medicinal chemistry due to their significant biological activities. Quinoxaline-1,4-di-N-oxide derivatives have shown to improve the biological results and are endowed with anti-viral, anti-cancer, anti-bacterial, and anti-protozoal activities with application in many other therapeutic areas.Application In Synthesis of 6-Chloroquinoxaline
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider