The nitration of 8-methylquinoxalines in mixed acid

W Marterer, W Prikoszovich, J Wiss…

Index: Marterer, Wolfgang; Prikoszovich, Walter; Wiss, Jacques; Prashad, Mahavir Organic Process Research and Development, 2003 , vol. 7, # 3 p. 318 - 323

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Citation Number: 4

Abstract

8-Methylquinoxalines are nitrated surprisingly efficiently at C-5 following a simple nitration protocol with mixed acid at 40-50° C. The implications of halogen functionalisation at C-6 and modification of the mixed acid conditions on the relative rates of conversion and process safety are discussed. Competing side reactions for 6-halo-8-methylquinoxalines involve hydrolysis at C-6 and halogenation at C-7 or C-5.