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Synthesis and reactions of 2-(dimethylaminomethylidene)-6-methoxynaphto[1,8-bc]pyran-3-one

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Abstract

The reaction of 6-methoxynaphthol[1,8-bc]pyran-3-one with dimethylformamide dimethyl acetal gave the corresponding 2-dimethylaminomethylidene derivative which reacted with amines to form new 2-aminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-ones via replacement of the dimethylamino group. 2-Dimethylaminomethylidene-6-methoxynaphtho[1,8-bc]pyran-3-one also reacted with 2,3-dimethylchromenium perchlorate and 1,2,3,3-tetramethyl-3H-indolium perchlorate to give the corresponding merocyanine dyes. The latter were examined for chemosensor and photochromic properties.

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Authors and Affiliations

  1. Institute of Physical and Organic Chemistry, Southern Federal University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

    O. M. Golyanskaya, A. V. Chernyshev, A. V. Metelitsa, V. V. Mezheritskii & V. A. Bren’

  2. Southern Research Center, Russian Academy of Sciences, ul. Chekhova 41, Rostov-on-Don, 344006, Russia

    N. A. Voloshin & A. D. Dubonosov

Authors
  1. O. M. Golyanskaya
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  2. N. A. Voloshin
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  3. A. V. Chernyshev
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  4. A. D. Dubonosov
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  5. A. V. Metelitsa
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  6. V. V. Mezheritskii
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  7. V. A. Bren’
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Corresponding author

Correspondence to V. V. Mezheritskii.

Additional information

Original Russian Text © O.M. Golyanskaya, N.A. Voloshin, A.V. Chernyshev, A.D. Dubonosov, A.V. Metelitsa, V.V. Mezheritskii, V.A. Bren’, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 4, pp. 608–611.

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Golyanskaya, O.M., Voloshin, N.A., Chernyshev, A.V. et al. Synthesis and reactions of 2-(dimethylaminomethylidene)-6-methoxynaphto[1,8-bc]pyran-3-one. Russ J Org Chem 44, 602–606 (2008). https://doi.org/10.1134/S1070428008040222

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  • DOI: https://doi.org/10.1134/S1070428008040222

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