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peri-Naphthylenediamines

30. 1,2,8-Tris(dimethylamino)naphthalene and some other 2-amino derivatives of “proton sponge”

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Catalytic hydrogenation of 1,8-bis(dimethylamino)-2-nitronaphthalene afforded previously unknown 2-amino-1,8-bis(dimethylamino)naphthalene. ItsN-acetyl derivative and 1,2,8-tris(dimethylamino)naphthalene were prepared. The pK a 1 values of the 2-NH2-, 2-NHAc-, and 2-NMe2-substituted “proton sponges” determined by a competition method in DMSO are equal to 10.3, 7.5, and 9.0, respectively.

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References

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For Part 29, see Ref. 1.

Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8 pp. 1412–1414, August, 2000.

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Ozeryanskii, V.A., Pozharskii, A.F. peri-Naphthylenediamines. Russ Chem Bull 49, 1406–1408 (2000). https://doi.org/10.1007/BF02495087

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  • DOI: https://doi.org/10.1007/BF02495087

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