Skip to main content
SpringerLink
Log in

Interaction of 2,6- and 2,5-disubstituted aromatic amines with secondary α-chloroalkenes

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

Conclusions

  1. 1.

    New aromatic amines with allyl-type substituents in the para position of the benzene ring were obtained as a result of the Claisen rearrangement in the reaction of secondary α-chloroalkenes with 2-methyl-6-ethylaniline and 2,5-xylidine.

  2. 2.

    It was established that only the products of the ortho substitution are given from the cyclic a-chloroalkenes and 2,5-xylidine, whereby their formation was caused by the rearrangement of the corresponding N-alkenylamines which were obtained in the first stage.

  3. 3.

    The para isomer of the 2,5-xylidine — 2,5-dimethyl-4-(2-chloro-1-methyl-2-butenyl)aniline — is formed in sequence as a result of the ortho-para migration of the allyl substituent.

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. I. B. Abdrakhmanov, V. M. Sharafutdinov, N. G. Nigmatullin, A. G. Mustafin, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim., 2160 (1982).

  2. I. B. Abdrakhmanov, G. B. Shabaeva, and G. A. Tolstikov, Zh. Org. Khim.,4, 636 (1984).

    Google Scholar 

  3. I. B. Abdrakhmanov, V. M. Sharafutdinov, U. M. Dzhemilev, E. V. Tal'vinskii, I. A. Sagitdinov, and G. A. Tolstikov, Zh. Prikl. Khim.,9, 2121 (1982).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Chemistry, Bashkir Branch of the Academy of Sciences of the USSR, Ufa

    I. B. Abdrakhmanov, G. B. Shabaeva, N. G. Nigmatullin & G. A. Tolstikov

  2. Bashkir Agricultural Institute, Ufa

    I. B. Abdrakhmanov, G. B. Shabaeva, N. G. Nigmatullin & G. A. Tolstikov

Authors
  1. I. B. Abdrakhmanov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. B. Shabaeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. G. Nigmatullin
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. G. A. Tolstikov
    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. 1372–1378, June, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Abdrakhmanov, I.B., Shabaeva, G.B., Nigmatullin, N.G. et al. Interaction of 2,6- and 2,5-disubstituted aromatic amines with secondary α-chloroalkenes. Russ Chem Bull 35, 1245–1251 (1986). https://doi.org/10.1007/BF00956608

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00956608

Keywords

Search

Navigation