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Sodium bis(2-methoxyethoxy)aluminum hydride in reactions with 3-cyano-6-methylpyridine-2(1H)-thione and 3-cyano-6-methyl(4,6-dimethyl)-2-methylthiopyridines

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Abstract

The reactions of sodium bis(2-methoxyethoxy)aluminum hydride with 3-cyano-6-methylpyridine-2(1H)-thione and 3-cyano-6-methyl-2-methylthiopyridine afforded 3-aminomethyl-6-methylpyridine-2(1H)-thione and azomethine of the pyridine series, respectively. The corresponding reaction with 3-cyano-4,6-dimethyl-2-methylthiopyridine gave rise to azomethine, substituted 3-aminomethylpyridine, and substituted dipyridylmethane.

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References

  1. A. A. Zubarev, V. K. Zav'yalova, and V. P. Litvinov, Izv. Akad. Nauk, Ser. Khim., 2003, 926 [Russ. Chem. Bull., Int. Ed., 2003, 52, 978].

    Google Scholar 

  2. I. Stibor, M. Janda, and J. Srogl, Z. Chem., 1970, 10, 342.

    Google Scholar 

  3. C. H. Brown and C. P. Gard,J. Am. Chem. Soc., 1964, 86, 1085.

    Google Scholar 

  4. J. Vit, Pat. U.S. 3.839.367, Chem. Abstrs., 1974, 81, 169132 c.

    Google Scholar 

  5. M. Capka and V. Chvalovsky, Collect. Czech. Chem. Commun., 1969, 34, 2782.

    Google Scholar 

  6. L. Fieser and M. Fieser, Reagents for Organic Synthesis, J. Wiley and Sons, Inc., New York-London-Sydney, 1972.

    Google Scholar 

  7. M. Cerny, J. Malek, M. Kapka, and V. Chvalovsky, Collect. Czech. Chem. Commun., 1969, 34, 3110.

    Google Scholar 

  8. M. Cerny and J. Malek, Collect. Czech. Chem. Commun., 1970, 35, 2030.

    Google Scholar 

  9. S. Denmark and T. Jones, J. Org. Chem., 1982, 47, 4595.

    Google Scholar 

  10. V. P. Litvinov, V. K. Promonenkov, Yu. A. Sharanin, and A. M. Shestopalov, in Itogi nauki i tekhniki, Ser. Organicheskaya khimiya [Advances in Science and Technology, Ser. Organic Chemistry]. VINITI, Moscow, 1989, 17, p. 72 (in Russian).

    Google Scholar 

  11. V. I. Ivanskii, Khimiya geterotsiklicheskikh soedinenii [Chemistry of Heterocyclic Compounds]. Vysshaya Shkola, Moscow, 1978, 353 pp. (in Russian).

  12. Obshchaya organicheskaya khimiya [General Organic Chemistry]. Ed. N. K. Kochetkov, Khimiya, Moscow, 1985, 8, p. 83 (in Russian).

  13. H. Gilman and J. Morton, Organic Reactions, 1954, 8, 258.

    Google Scholar 

  14. K. Shinya, U. Hiroshi, and T. Yoshinori, Heterocycles, 1993, 36, 1497.

    Google Scholar 

  15. M. Cerny and J. Malek, Collect. Czech. Chem. Commun., 1974, 39, 842.

    Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. A. Zubarev, V. K. Zav"yalova & V. P. Litvinov

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  1. A. A. Zubarev
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  2. V. K. Zav"yalova
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  3. V. P. Litvinov
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Zubarev, A.A., Zav"yalova, V.K. & Litvinov, V.P. Sodium bis(2-methoxyethoxy)aluminum hydride in reactions with 3-cyano-6-methylpyridine-2(1H)-thione and 3-cyano-6-methyl(4,6-dimethyl)-2-methylthiopyridines. Russian Chemical Bulletin 53, 626–630 (2004). https://doi.org/10.1023/B:RUCB.0000035647.06853.80

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  • DOI: https://doi.org/10.1023/B:RUCB.0000035647.06853.80

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