McNab, Hamish et al. published their research in Journal of the Chemical Society in 1982 |CAS: 62163-09-1

The Article related to pyrolysis cyclization aryltriazapentadiene regiochem, triazapentadiene aryl pyrolysis cyclization, quinoxaline, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Synthetic Route of 62163-09-1

On August 31, 1982, McNab, Hamish published an article.Synthetic Route of 62163-09-1 The title of the article was The thermolysis of polyazapentadienes. Part 2. Formation of quinoxalines from 5-aryl-1-phenyl-1,2,5-triazapentadienes. And the article contained 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. The experimental process involved the reaction of 5-Chloroquinoxaline(cas: 62163-09-1).Synthetic Route of 62163-09-1

The Article related to pyrolysis cyclization aryltriazapentadiene regiochem, triazapentadiene aryl pyrolysis cyclization, quinoxaline, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Synthetic Route of 62163-09-1

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider