Skip to main content
SpringerLink
Log in

Reactions of 1,1,4,4-tetramethylsemicarbazide with prop-2-ynyl bromide, allyl bromide, and 1,3-dibromoprop-1-yne

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

Abstract

1,1,4,4-Tetramethylsemicarbazide readily undergoes alkylation with prop-2-ynyl bromide and allyl bromide at the tertiary nitrogen atom of the hydrazine fragment to give 1-(prop-2-yn-1-yl)-and 1-(prop-2-en-1-yl)-1,1-dimethyl-2-(dimethylaminocarbonyl)hydrazinium bromides, respectively. A new procedure was proposed for the synthesis of 6-bromomethylidene-2-dimethylamino-4,4-dimethyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-ium bromide by reaction of 1,1,4,4-tetramethylsemicarbazide with 1,3-dibromoprop-1-yne in acetonitrile.

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

References

  1. Kochkina, E.N., Belobrzhetskaya, M.K., Lokteva, N.V., Malin, A.S., and Laskin, B.M., Zh. Prikl. Khim., 1999, vol. 72, p. 1964.

    CAS  Google Scholar 

  2. Koshakova, A.V., Zh. Prikl. Khim., 1994, vol. 67, p. 47.

    Google Scholar 

  3. Kirichenko, V.V., Koshakova, A.V., Drozdetskii, A.G., Ovchinnikov, P.N., Koshakov, A.B., and Tselinskii, I.V., Zh. Org. Khim., 1987, vol. 23, p. 2100.

    CAS  Google Scholar 

  4. Lopyrev, V.A., Dolgushin, G.V., and Voronkov, M.G., Zh. Prikl. Khim., 1998, vol. 71, p. 1233.

    CAS  Google Scholar 

  5. Elokhina, V.N., Nakhmanovich, A.S., Karnaukhova, R.V., Larina, L.I., and Lopyrev, V.A., Russ. J. Org. Chem., 2000, vol. 36, p. 479.

    Google Scholar 

  6. Nakhmanovich, A.S., Nizovtseva, T.V., Karnaukhova, R.V., Komarova, T.N., Albanov, A.I., and Lopyrev, V.A., Russ. J. Gen. Chem., 2003, vol. 73, p. 583.

    Article  CAS  Google Scholar 

  7. Nakhmanovich, A.S., Karnaukhova, R.V., Larina, L.I., Ushakov, P.E., and Lopyrev, V.A., Russ. J. Org. Chem., 2003, vol. 39, p. 1561.

    Article  CAS  Google Scholar 

  8. Karnaukhova, R.V., Nakhmanovich, A.S., Larina, L.I., and Lopyrev, V.A., Russ. J. Gen. Chem., 2002, vol. 72, p. 1433.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    V. N. Elokhina, A. S. Nakhmanovich, E. V. Abramova & L. I. Larina

Authors
  1. V. N. Elokhina
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. S. Nakhmanovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. V. Abramova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. L. I. Larina
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Original Russian Text © V.N. Elokhina, A.S. Nakhmanovich, E.V. Abramova, L.I. Larina, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 10, pp. 1444–1445.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Elokhina, V.N., Nakhmanovich, A.S., Abramova, E.V. et al. Reactions of 1,1,4,4-tetramethylsemicarbazide with prop-2-ynyl bromide, allyl bromide, and 1,3-dibromoprop-1-yne. Russ J Org Chem 42, 1426–1428 (2006). https://doi.org/10.1134/S1070428006100022

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428006100022

Keywords

Search

Navigation