- A Convenient Synthesis of 2,2',6,6'-Tetramethyl-4,4'-bipyridine and Its Oxidation to 2,2',6,6'-Tetracarboxy-4,4'-bipyridine
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By reaction of 2,6-dimethylpyridine (1b) with sodium the tetrahydro-4,4'-bipyridine bis-sodium salt 2b is formed.Of different dehydrogenation reagents tested, only sulfur dioxide affords the title compound 3b, in 49percent overall yield.By oxidation of 3b with chromium trioxide, 2,2',6,6'-tetracarboxy-4,4'-bipyridine (3c, 70percent) is produced, a valuable precursor for several 2,2',6,6'-tetrasubstituted 4,4'-bipyridines, e.g., the corresponding acid chloride 3d and the carboxylic esters 3e and 3f.
- Huenig, Siegfried,Wehner, Ingeborg
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p. 552 - 554
(2007/10/02)
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