Log in

Reactions of phosphorus acids with N-tert-butyl-2,2-dichloropropanimine

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Reaction of N-tert-butyl-2,2-dichloropropanimine with dialkylphosphorous acids led to the formation of stable adducts, the chlorine atoms of which are inactive towards subsequent transformations. The primary salt of O,O-dialkyldithiophosphoric acid and N-tert-butyl-2,2-dichloropropanimine, N-tert-butyl-2,2- dichloropropaniminium O,O-dialkylthiophosphate, reacted with the second molecule of acid to form bis- (dialkoxythiophosphoryl) disulfide and N-tert-butyl-2-chloropropaniminium chloride as the product of reduction of the C–Cl bond of the starting imine salt. The latter reacted with another acid molecule to afford N-tert-butyl-2-(dialkoxythiophosphorylthio)propaniminium chloride via reduction-substitution of the primary iminium salt.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Konovalova, I.V. and Burnaeva, L.V., Reaktsiya Pudovika (The Pudovik Reaction), Kazan: Izd. Kazansk. Univ., 1991, p. 146.

    Google Scholar 

  2. Pudovik, A.N. and Zimin, M.G., Pure Appl. Chem., 1980, vol. 52, p. 989.

    Article  CAS  Google Scholar 

  3. Cherkasov, R.A. and Galkin, V.I., Usp. Khim., 1998, vol. 97, no. 10, p. 940.

    Google Scholar 

  4. Pudovik, A.M., Gur’yanova, I.V., and Ishmaeva, E.A., Reaktsii i metody issledovaniya organicheskikh soedinenii (Reactions and Research Methods of Organic Compounds), Moscow: Khimiya, 1968, vol. 19, p. 848.

    Google Scholar 

  5. Cherkasov, R.A., Stroeniye i reaktsionnaya sposobnost’ organicheskikh soedinenii (The Structure and Reactivity of Organic Compounds)), Moscow: Nauka, 1978, p. 107.

    Google Scholar 

  6. Pudovik, A.N. and Sergeeva, M.K., Zh. Obshch. Khim., 1955, vol. 25, p. 1759.

    CAS  Google Scholar 

  7. Zimin, M.G., Zabirov, N.G., Cherkasov, R.A., and Pudovik, A.N., Zh. Obshch. Khim., 1978, vol. 48, p. 1020.

    CAS  Google Scholar 

  8. Zimin, M.G., Zabirov, N.G., Cherkasov, R.A., and Pudovik, A.N., Zh. Obshch. Khim., 1980, vol. 50, p. 1458.

    CAS  Google Scholar 

  9. Kimpe, N. and De Schamp, N., Org. Prep. Proced. Int., 1979, vol. 11, p. 115. DOI. 10.1080/00304947909458134.

    Article  Google Scholar 

  10. Kimpe, N. and De Schamp, N., Org. Prep. Proced. Int., 1980, vol. 12, p. 49. DOI. 10.1080/00304948009355422.

    Article  Google Scholar 

  11. Gazizov, M.B., Khairullin, R.A., Alekhina, A.I., Litvinov, I.A., Latypov, D.B., Balandina, A.A., Musin, R.Z., and Sinyashin, O.G., Mendeleev Commun., 2008, vol. 18, no. 5, p. 262. DOI. 10.1016/j.mencom.2008.09.012.

    Article  CAS  Google Scholar 

  12. Gazizov, M.B., Khairullin, R.A., Minnikhanova, A.A., Alekhina, A.I., Bashkirtsev, A.A., and Sinyashin, O.G., Russ. J. Gen. Chem., 2010, vol. 80, no. 12, p. 2425. DOI. 10.1134/S1070363210120042.

    Article  CAS  Google Scholar 

  13. Khairullin, R.A., Gazizov, M.B., and Aksenov, N.G., Russ. J. Gen. Chem., 2014, vol. 84, no. 11, p. 2277. DOI. 10.1134/S1070363214110425.

    Article  Google Scholar 

  14. Khairullin, R.A., Gazizov, M.B., Aksenov, N.G., and Khayarov, Kh.R., Russ. J. Gen. Chem., 2015, vol. 85, no. 9, p. 2099.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. B. Gazizov.

Additional information

Original Russian Text © M.B. Gazizov, R.A. Khairullin, N.G. Aksenov, V.G. Nikitin, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 9, pp. 1527–1532.

To the 85th Anniversary of birthday of late Yu.G. Gololobov

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Gazizov, M.B., Khairullin, R.A., Aksenov, N.G. et al. Reactions of phosphorus acids with N-tert-butyl-2,2-dichloropropanimine. Russ J Gen Chem 85, 2106–2111 (2015). https://doi.org/10.1134/S1070363215090145

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363215090145

Keywords

Navigation