The Reaction of Quinoxaline??and Phenazine??N??Oxides with Thionyl Chloride and Paratoluenesulfonyl Chloride

…, K Poppe, R Nasielski??Hinkens

Index: Nasielski, J.; Heilporn, S.; Chauveheid, E.; Poppe, K.; Nasielski-Hinkens, R. Bulletin des Societes Chimiques Belges, 1990 , vol. 99, # 10 p. 783 - 788

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Citation Number: 3

Abstract

Abstract 2, 3-Diphenylquinoxaline-N-oxide 1 with thionyl chloride gives only 5-chloro-and 6- chloro-quinoxaline and very little deoxygenation. Phenazine-N 5-oxide 2, in the same conditions, gives mainly 2-chlorophenazine and minor amounts of 1-chlorophenazine, but here deoxygenation is an important pathway. Freshly recrystallized para-toluenesulfonyl chloride gives a high chlorination-to-tosyloxylation ratio. All these results point to a ...