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Paper | Regular issue | Vol 43, No. 11, 1996, pp.2495-2502
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7586
■ A New Synthetic Route to 6,7-Dichloro-5,8-quinoxalinedione and Synthesis of Its Derivatives

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

*Division of Applied Science, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea

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.