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Synthesis and structural determination of 5-arylamino-1,3-dimethylpyrazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Treatment of 4-arylamino-4-thioxo-2-butanones with methylhydrazine in acetic acid gives 5-arylamino-1,3-dimethylpyrazoles which are readily halogenated in the 4 position. The thermal decomposition of 3-anilino-1,2,5-trimethyl-1H-pyrazolium chloride gives 1,3-dimethyl-5-phenylaminopyrazole and 1,5-dimethyl-3-phenylaminopyrazole in the approximate ratio of 1:1.

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REFERENCES

  1. D. R. Gupta and Sh. Naithani, Acta Chim. Hung., 126, 855 (1989).

    CAS  Google Scholar 

  2. R. G. Harrison, W. B. Jamieson, W. J. Ross, and J. C. Saunders, German Patent 2625227 (1975); Chem. Abstr., 86, 155658 (1977).

    Google Scholar 

  3. C. M. Passarotti, M. Valenti, and M. Grianti, Curr. Toxicol. Ther., 1, 89 (1993); Chem. Abstr,, 123, 74469 (1995).

    CAS  Google Scholar 

  4. K. Nebel and H. G. Brunner, PCT Int. Appl. WO 96 01254 (1996); Chem. Abstr., 124, 289531 (1996).

  5. M. Heil, N. Lui, V. Erdelen, U. Wachendorf-Neumann, and H. W. Dehne, German Patent 4405207 (1995); Chem. Abstr., 124, 8808 (1996).

  6. O. Schallner, R. Gehring, E. Klauke, and J. Stetter, German Patent 3402308 (1984); Chem. Abstr., 104, 34075 (1986).

  7. A. Mihaelis and A. Lachwitz, Chem. Ber., 43, 2114 (1910).

    Google Scholar 

  8. A. N. Borisevich and P. S. Pel’kis, Khim. Geterotsikl. Soedin., 312 (1969).

  9. L. J. Missio, H. S. Braibante, and M. E. F. Braibante, J. Heterocycl. Chem., 33, 1243 (1996).

    CAS  Google Scholar 

  10. D. J. Watkin, C. K. Prout, J. R. Carruthers, and P. W. Betteridge, CRYSTALS Issue 10. Chemical Crystallography Laboratory, Oxford University, Oxford (1996).

    Google Scholar 

  11. A. C. T. North, D. C. Phillips, and F. S. Mathews, Acta Crystallogr., A24, 351 (1968).

    Google Scholar 

  12. J. R. Carruthers and D. J. Watkin, Acta Crystallogr., A35, 698 (1979).

    CAS  Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 120–126, January, 2005.

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Britsun, V.N., Bazavova, I.M., Bodnar, V.N. et al. Synthesis and structural determination of 5-arylamino-1,3-dimethylpyrazoles. Chem Heterocycl Compd 41, 105–110 (2005). https://doi.org/10.1007/s10593-005-0115-6

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  • DOI: https://doi.org/10.1007/s10593-005-0115-6

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