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1, 9-substituted fluorenes

III. Synthesis and transformations of 3-chloropyridazino-[4,5,6-m, 1]fluorene

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Syntheses of 3-chloropyridazino[4, 5, 6-m, l]fluorene and its 9-methyl and 9-chloro derivatives are described. Products in which a chlorine atom of these compounds is exchanged with NH3, C6H5NH2, NH2 · NH2, H2O, C6H5NHNH2, CH3ONa, and compounds containing an active methylene group are prepared. Treatment of 3-hydrazinopyridazino[4, 5, 6-m, 1]fluorene and 3-hydrazino-9-methylpyridazino[4, 5, 6-m, 1]fluorene with alcoholic alkali and HgO give respectively pyridazino[4, 5, 6-m, 1]fluorene and 9-methylpyridazino[4, 5, 6-m, 1]fluorene, while 3-phenylhydrazinopyridazino[4, 5, 6-m, 1]fluorene is oxidized under the same conditions to 3-phenylazopyridazino[4, 5, 6-m, 1]fluorene.

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References

  1. N. S. Dokunikhin and S. A. Mikhalenko, ZhOKh, 34, 2473, 1964.

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For Part II see [1].

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Dokunikhin, N.S., Mikhalenko, S.A. 1, 9-substituted fluorenes. Chem Heterocycl Compd 1, 402–405 (1966). https://doi.org/10.1007/BF00473820

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  • DOI: https://doi.org/10.1007/BF00473820

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