A new synthetic route to 6,7-dichloro-5,8-quinoxaline-dione and synthesis of its derivatives

Gyoonhee Han, Kye Jung Shin, Dong Chan Kim, Kyung Ho Yoo, Dong Jin Kim, Sang Woo Park

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

6,7-Dichloro-5,8-quinoxalinedione (2), an analogue of Dichlone®, was prepared from 4-aminophenol (3) in 27% overall yield in 8 steps via chloroxidation of the sulfuric acid salt of 8-amino-5-quinoxalinol (9) as a key step. And two derivatives, 6-chloro-5-hydroxypyrazino[2,3-a]phenazine (10) and pyrido[1,2-a]imidazo[4,5-g]quinoxaline-6,11-dione (11), were prepared by reaction of 2 with 1,2-phenylenediamine and 2-aminopyridine in 79% and 46% yields, respectively.

Original languageEnglish
Pages (from-to)2496-2502
Number of pages7
JournalHeterocycles
Volume43
Issue number11
Publication statusPublished - 1996 Dec 1

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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    Han, G., Shin, K. J., Kim, D. C., Yoo, K. H., Kim, D. J., & Park, S. W. (1996). A new synthetic route to 6,7-dichloro-5,8-quinoxaline-dione and synthesis of its derivatives. Heterocycles, 43(11), 2496-2502.