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1H NMR spectra of some nitro derivatives of 2-alkylamino-, 2-phenylamino-, 2-piperidyl-, 2-morpholyl-, 2-(N-alkyl-N-nitrosoamino)-, and 2-alkylnitramino-4(or 6)-methylpyridines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1H NMR spectra of some N-substituted 2-amino-3-nitro-and 2-amino-5-nitropyridines were measured and interpreted. Chemical shift assignments were based on existing chemical shift rules for substituted pyridines and spectral comparison with compounds of similar structure. The splitting of the methyl group signal of the methylamino group into a doublet testifies that the investigated compounds exist, in the amino form. Someortho-amino- andortho-alkylaminonitropicolines were found to give splitting of the amino signals due to intramolecular hydrogen bonding and steric hindrance.

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References

  1. E. Kolehmainen, K. Laiha, and D. D. Rasala, Magn. Reson. Chem.,29, 878 (1991).

    Google Scholar 

  2. M. D. Colbum, and J. S. J. Singleton, J. Heterocycl. Chem.,9, 1039 (1992).

    Google Scholar 

  3. H. Ritter, Magn Reson. Chem.,31, 364 (1993).

    Google Scholar 

  4. W. Kraus, W. Pietrzycki, and P. Tomasik, Chem. Scripta,23, 93 (1984).

    Google Scholar 

  5. S. Rubinsztajn and M. Zeldin, Macromolecules.,23, 4026 (1990).

    Google Scholar 

  6. S. Rubinsztajn and M. Zeldin, Macromolecules,24, 2682 (1991).

    Google Scholar 

  7. A. Deratoni and G. D. Darling, Macromolecules.,24, 767 (1987).

    Google Scholar 

  8. E. Delaney, L. E. Wood, and I. M. Klotz, J. Am. Chem. Soc.,104, 1799 (1982).

    Google Scholar 

  9. R. L. Robery, Ch. A. Alt, and C. V. De Aminis, US Pat. 5,245,036; Chem. Abstr., 120, 30682 (1994).

    Google Scholar 

  10. K. Hagita and T. Hojo, Jpn. Pat. 9,124,096; Chem. Abstr.,115, 71902 (1991).

    Google Scholar 

  11. E. Uhlig, E. Unger, and U. Dinjus, Z. Anorg. Allg. Chem.,380, 181 (1971).

    Google Scholar 

  12. E. Hofmann and U. Holtschmidt, Ger. Pat. 1,908,072; Chem. Abstr.,74, 22140 (1971).

    Google Scholar 

  13. G. V. Kulkami, A. Ray and C. C. Pated, J. Mol. Struct.,71, 253 (1981).

    Google Scholar 

  14. M. Edrissi and A. Massouni, Microch. J.,16, 353 (1981).

    Google Scholar 

  15. C. Tondre, S. G. Son, and M. Hebrant, Langmuir,9, 950 (1993).

    Google Scholar 

  16. D. West and L. Roberts, Inorg. Chim. Acta,90, 79 (1984).

    Google Scholar 

  17. D. West and H. M. Nowak, J. Inorg. Nucl. Chem.,43, 2719 (1981).

    Google Scholar 

  18. D. West and T. J. O'Grady, J. Inorg. Nucl. Chem.,43, 42725 (1981).

    Google Scholar 

  19. B. Palasek and T. Talik, Pr. Nauk. AE, Wroclaw,291, 111 (1985).

    Google Scholar 

  20. P. Palasek and Z. Talik, Pr. Nauk. AE, Wroclaw,435, 119 (1988).

    Google Scholar 

  21. M. Pupin and T. Talik, Pr. Nauk. AE, Wroclaw,291 90 (1985).

    Google Scholar 

  22. M. Wandas and T. Talik, Pr. Nauk. AE, Wroclaw,435, 129 (1988).

    Google Scholar 

  23. H. Ban-Oganowska, R. Palasek, and M. Wandas, Khim. Geterotsikl. Soeden., No. 5, 632 (1977).

    Google Scholar 

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Department of Organic Chemistry, Academy of Economics, PL-53 432 Wroclaw, Poland. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 637–642, May, 1997.

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Wandas, M., Palasek, B., Puszko, A. et al. 1H NMR spectra of some nitro derivatives of 2-alkylamino-, 2-phenylamino-, 2-piperidyl-, 2-morpholyl-, 2-(N-alkyl-N-nitrosoamino)-, and 2-alkylnitramino-4(or 6)-methylpyridines. Chem Heterocycl Compd 33, 551–556 (1997). https://doi.org/10.1007/BF02291938

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  • DOI: https://doi.org/10.1007/BF02291938

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