Why is it that when nitric acid is added to veratrole dropwise, later in the addition process temperature rapidly rises?
Answers
The Nitration of 8-Methylquinoxalines in Mixed Acid
Wolfgang Marterer, Walter Prikoszovich, Jacques Wiss and Mahavir Prashad
Novartis Pharma AG, Chemical and Analytical Development, CH-4002 Basel, Switzerland, and Novartis Institute for Biomedical Research, Chemical and Analytical Development, East Hannover, New Jersey 07936, U.S.A.
Organic Process Research & Development
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.
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