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Structure and synthesis of 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

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Abstract

A new approach to the synthesis of 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine was developed based on condensing 1-amino-2-nitroguanidine with pentane-2,4-dione under alkaline catalysis. The known method of its preparation in the presence of acetic acid was improved. The structure of 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine was characterized by NMR, IR spectroscopy and X-ray diffraction analysis.

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References

  1. Berlinck, R.G., Fortschr. Chem. Org. Naturst., 1995, vol. 66, p. 119.

    CAS  Google Scholar 

  2. Golding, B.T., Mitchinson, A., Clegg, W., Elsegood, M.R.J., and Griffin, R.J., J. Chem. Soc. Perkin Trans. 1, 1999, no. 3, p. 349. DOI: 10.1039/A806355I.

    Article  Google Scholar 

  3. Castillo-Meléndez, J.A. and Golding, B.T., Synthesis, 2004, no. 10, p. 1655. DOI: 10.1055/s-2004-829130.

    Article  Google Scholar 

  4. Scott, F.L., Kennedy, M.T., and Reilly, J., J. Am. Chem. Soc., 1953, vol. 75, no. 6, p. 1294. DOI: 10.1021/ja01102a009.

    Article  CAS  Google Scholar 

  5. Habeeb, A.F.S.A., Biochim. Biophys. Acta, 1964, vol. 93, no. 3, p. 533. DOI: 10.1016/0304-4165(64)90337-X.

    Article  CAS  Google Scholar 

  6. Morozova, N.S., Metelkina, E.L., Novikova, T.A., Shlyapochnikov, V.A., Sergienko, O.I., and Perekalin, V.V., Zh. Org. Khim., 1983, vol. 19, no. 6, p. 1228.

    CAS  Google Scholar 

  7. Astakhov, A.M., Gelemurzina, I.V., Kruglyakova, L.A., Stepanov, R.S., Vasil’ev, A.D., and Sokolenko, V.A., Russ. J. Org. Chem., 2003, vol. 39, no. 1, p. 120. DOI: 10.1023/A:1023411100366.

    Article  CAS  Google Scholar 

  8. Allen, F.H., Kennard, O., and Watson, D.G., J. Chem. Soc. Perkin Trans. 2, 1987, no. 12, p. S1.

  9. Sheldrick, G.M., Acta Crystallogr. (A), 2008, vol. 64, p. 112. DOI: 10.1107/S0108767307043930.

    Article  CAS  Google Scholar 

  10. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Crystallogr., 2009, vol. 42, p. 339. DOI: 10.1107/S0021889808042726.

    Article  CAS  Google Scholar 

  11. CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012).

  12. Henry, R.A., Makovsky, R.C., and Smith, G.B.L., J. Am. Chem. Soc., 1951, vol. 73, no. 1, p. 474. DOI: 10.1021/ja01145a513.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Herzen State Pedagogical University of Russia, nab. reki Moiki 48, St. Petersburg, 191186, Russia

    O. Yu. Ozerova, T. P. Efimova, T. A. Novikova & V. M. Berestovitskaya

  2. St. Petersburg State University, St. Petersburg, Russia

    V. V. Gurzhii

Authors
  1. O. Yu. Ozerova
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  2. T. P. Efimova
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  3. T. A. Novikova
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  4. V. V. Gurzhii
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  5. V. M. Berestovitskaya
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Correspondence to O. Yu. Ozerova.

Additional information

Original Russian Text © O.Yu. Ozerova, T.P. Efimova, T.A. Novikova, V.V. Gurzhii, V.M. Berestovitskaya, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 7, pp. 1099–1104.

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Ozerova, O.Y., Efimova, T.P., Novikova, T.A. et al. Structure and synthesis of 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine. Russ J Gen Chem 85, 1623–1628 (2015). https://doi.org/10.1134/S1070363215070087

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  • DOI: https://doi.org/10.1134/S1070363215070087

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