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Cyanine dyes

Communication 4, Synthesis of 3:methyl-4-p-tolylbenzo[f]quinolinium iodide, and some of its reactions

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The quaternary salt 3-methyl-4-p-tolylbenzo[f]quinolinium iodide, which has not been described previously, has been synthesized by the cyclization of N-p-tolyl-2-naphthylamine.

  2. 2.

    From this quaternary salt the following six dyes have been synthesized (wavelength at absorption maximum given in parentheses): bis(4-p-tolyl-3-benzo[f]quinoline)trimethibecyanine iodide (644 mμ); (4-p-tolyl-3-benzo[f]quinoline) (1,3,3-trimethyl-2-paemduiodole)trimethinecyanine iodide (644 mμ). (4-p-tolyl,3-benzo[f]quinoline) (3-ethyl-2-benzothiazole)trimethinecyanine iodide (596 mµ); (4-p-toly1-3-benzo[f]quinoline)(1-methyl-4-quinoline) monomethinecyanine iodide (578 mµ); (4-p-tolyl-3-benzo[f]quinoline)(3-ethyl-2-benzothiazole)monomethinecyanine iodide (495 mµ); 3-(p-dimethylaminostyry)-4-p-tolybenzo[f]quinoline iodide (543 mµ).

  3. 3.

    It has been shown that the presence of p-tolyl in placed ethyl on the hetero nitrogen atom of the benzo[f]quinolinium residue results in a bathochromic shift in the absorption maximum of the dye.

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Authors and Affiliations

  1. Institute of Organic Chemistry of the USSR Academy of Sciences, USSR

    G. T. Pilyugin

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  1. G. T. Pilyugin
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Pilyugin, G.T. Cyanine dyes. Russ Chem Bull 2, 949–954 (1953). https://doi.org/10.1007/BF01167542

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  • DOI: https://doi.org/10.1007/BF01167542

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