Bernthsen acridine synthesis
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The Bernthsen acridine synthesis is the chemical reaction of a diarylamine heated with a carboxylic acid (or acid anhydride) and zinc chloride to form a 9-substituted acridine.[1][2]
![The Bernthsen acridine synthesis](http://upload.wikimedia.org/wikipedia/commons/thumb/2/2f/Bernthsen_Acridine_Synthesis_Scheme.png/500px-Bernthsen_Acridine_Synthesis_Scheme.png)
Using zinc chloride, one must heat the reaction to 200-270 °C for 24hrs.[3] The use of polyphosphoric acid will give acridine products at a lower temperature, but also with decreased yields.
References
[edit]- ^ Bernthsen, A.; Ann. 1878, 192, 1.
- ^ Bernthsen, A.; Ann. 1884, 224, 1.
- ^ Popp, F. D. J. Org. Chem. 1962, 27, 2658. (doi:10.1021/jo01054a518)