Skip to main content
SpringerLink
Log in

Reactions of carboxylic acid chlorides with dimethylformamide

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    It is shown that the reaction between carboxylic acid chlorides and dimethylformamide can take a previously unobserved course with formation of the corresponding carboxaldehydes.

  2. 2.

    Depending on the structure of the acid chloride, either transamidation or aldehyde formation can occur.

  3. 3.

    A general scheme is proposed for the reactions of acid chlorides with dimethylformamide.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. G. M. Coppinger, J. Amer. Chem. Soc.76, 1372 (1954).

    Google Scholar 

  2. A. J. Speziale and L. R. Smith, J. Organ. Chem.27, 4361 (1956).

    Google Scholar 

  3. M. Maheas, Bull. Soc. chim. France1962, 1989.

  4. Z. Arnold, Chem. Listy,52, 2013 (1958).

    Google Scholar 

  5. F. S. Fawcett, C. W. Tullok, and D. D. Coffman, J. Amer. Chem. Soc.84, 4275 (1962).

    Google Scholar 

  6. H. Bosshard, R. Mory, M. Schmid, and H. Zolinger, Helv. chim. acta42, 1654 (1959).

    Google Scholar 

  7. L. M. Crapo and C. H. Sederholm, J. Chem. Phys.33, 1583 (1960).

    Google Scholar 

  8. Yu. A. Cheburkov, N. Mukhamadaliev, Yu. E. Aronov, and I. L. Knunyants, Izv. AN SSSR. Ser. khim. Izv.1965, 1478.

  9. Yu. A. Cheburkov and M. D. Bargamova, Izv. (in the press).

  10. I. L. Knunyants, Yu. A. Cheburkov, and M. D. Bargamova, Izv.1963, 1389.

  11. Yu. A. Cheburkov, E. I. Mysov, and I. L. Knunyants, Izv.1963, 1570.

  12. Yu. A. Cheburkov and I. L. Knunyants, Izv. (in the press).

  13. Yu. A. Cheburkov, M. D. Bargamova, and I. L. Knunyants, Izv.1964, 367.

  14. B. L. Kyatkin, E. P. Molchalina, L. T. Lantseva, and I. L. Knunyants, Zh. Vses. khim. obshch im. D. I. Mendeleeva10, No. 4, 469 (1965).

    Google Scholar 

  15. Yu. A. Cheburkov, N. Mukhamadaliev, and I. L. Knunyants, Izv. (in the press).

  16. I. L. Knunyants, V. V. Shokina, and N. D. Kuleshova, Izv. AN SSSR. Otd. khim. n.1960, 1693.

  17. R. H. Haszeldine, J. Chem. Soc.1953, 3565.

  18. Beilstein H-4, 59, System No. 335.

  19. R. L. Middaugh, R. S. Drago, and R. J. Nicdzielski, J. Amer. Chem. Soc.86, 388 (1964).

    Google Scholar 

  20. Yu. A. Cheburkov, Yu. E. Aronov, É. I. Fedin, P. V. Petrovskii, and I. L. Knunyants, Dokl. AN SSSR,169, No. 1 (1966).

Download references

Author information

Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, USSR

    I. L. Knunyants, Yu. A. Cheburkov & Yu. E. Aronov

Authors
  1. I. L. Knunyants
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yu. A. Cheburkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yu. E. Aronov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1038–1047, June, 1966.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Knunyants, I.L., Cheburkov, Y.A. & Aronov, Y.E. Reactions of carboxylic acid chlorides with dimethylformamide. Russ Chem Bull 15, 992–999 (1966). https://doi.org/10.1007/BF00846054

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00846054

Keywords

Search

Navigation