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Sulfoalkylation of 1,2-Dihydro-3,6-pyridazine- and 2,3-Dihydro-1,4-Phthalazinediones and Their N-Phenyl Derivatives by 1,3-Propanesultone and Bromoalkanesulfonates

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Abstract

When 1,2-dihydropyridazine-3,6-, 2,3-dihydrophthalazine-1,4-, 1-phenyl-1,2-dihydropyridazine-3,6-, and 2-phenyl-2,3-dihydrophthalazine-1,4-diones react with 1,3-propanesultone and bromoalkanesulfonates, depending on the nature of the sulfoalkylating agent in the case of 1,2-dihydropyridazine-3,6- and 2,3-dihydrophthalazine-1,4-diones, either N,O- or O,O1-disulfoalkylated compounds may be formed, while O-monosulfoalkylated reaction products may be formed in the case of the N-phenyl-substituted derivatives of the above-indicated azinediones.

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REFERENCES

  1. S. Shimano, S. Kobayashi, M. Yanagi, O. Yamada, A. Shida, and F. Futotsuya, US Patent 4561880; Ref. Zh. Khim., 14O437P (1986).

  2. Yu. V. Rakitin (editor), Maleic Acid Hydrazide as a Plant Growth Regulator [in Russian], Nauka, Moscow (1973), p. 343.

    Google Scholar 

  3. B. V. Passet and V. Ya. Vorob′eva, Technology of Pharmaceutical Chemical Preparations and Antibiotics [in Russian], Meditsina, Moscow (1977), p. 265.

    Google Scholar 

  4. R. L. Hinman and R. J. Landberg, J. Org. Chem., 24, 724 (1959).

    Google Scholar 

  5. J. Druey, K. Meier, and K. Eichenberger, Helv. Chim. Acta, 37, 121 (1954).

    Google Scholar 

  6. K. Eichenberger, A. Stachelin, and J. Druey, Helv. Chim. Acta, 37, 837 (1954).

    Google Scholar 

  7. A. LeBerre and B. Dumaitre, Compt. Rend. Acad. Sci., Ser. C., 265, 642 (1967).

    Google Scholar 

  8. A. LeBerre, B. Dumaitre, and J. Petit, Bull. Soc. Chim. France, 4376 (1970).

  9. A. P. Katritskii (editor), Physical Methods in Heterocyclic Chemistry, Khimiya, Moscow (1966), p. 568.

    Google Scholar 

  10. J. H. Helberger and J. F. Sproviero, Liebigs Ann. Chem., 666, 67 (1963).

    Google Scholar 

  11. J. H. Helberger, G. Manecke, and R. Heyden, Liebigs Ann. Chem., 562, 22 (1949).

    Google Scholar 

  12. W. M. Lauer and C. M. Langkammerrer, J. Am. Chem. Soc., 57, 2360 (1935).

    Google Scholar 

  13. J. Druey, A. Huni, K. Meier, B. H. Ringier, and A. Stachelin, Helv. Chim. Acta, 37, 510 (1954).

    Google Scholar 

  14. J. Dran and D. E. Seymour, J. Chem. Soc., 852 (1955).

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Rastyanite, L., Kupyatis, G.K., Matiyeshka, A. et al. Sulfoalkylation of 1,2-Dihydro-3,6-pyridazine- and 2,3-Dihydro-1,4-Phthalazinediones and Their N-Phenyl Derivatives by 1,3-Propanesultone and Bromoalkanesulfonates. Chemistry of Heterocyclic Compounds 38, 1363–1367 (2002). https://doi.org/10.1023/A:1022182526868

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  • DOI: https://doi.org/10.1023/A:1022182526868

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