Skip to main content
SpringerLink
Log in

Synthesis of 1,2-diamino imidazole derivatives by the reaction of benzaldehyde guanylhydrazone with α-haloalkyl aryl ketones

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2-Amino-1-benzylideneamino-4-arylimidazoles were obtained by the reaction of benzaldehyde guanylhydrazone with 4-alkyl- and 4-aryl-Ω-haloacetophenones. Side products of this reaction were cis- and trans-1,1′-bis(benzylideneamino)-4,4′-diaryl-2,2′-azoimidazoles. The corresponding 2-amino-1-benzylideneaminoimidazole and 1-benzyl-ideneaminoimidazo[l,2-a]imidazole were obtained in the reaction of α-bromopropiophenone with benzaldehyde guanylhydrazone. The 2-amino-1-benzylideneamino-4-arylimidazoles were converted by successive reactions to 1,2-diatnino-4-arylimidazoles and then to imidazo[1,2-b]-1,2,4-triazine derivatives —dyes for liquid crystals with positive dichroism.

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. T. Pyl, S. Melde, and H. Beyer, Lieb. Ann., 663, 108 (1963).

    Google Scholar 

  2. H. Beyer, A. Hetzheim, H. Honeck, D. Ling, and T. Pyl, Chem. Ber., 101, 1190 (1968).

    Google Scholar 

  3. A. Hetzheim, O. Peters, and H. Beyer, Chem. Ber., 100, 3418 (1967).

    Google Scholar 

  4. V. M. Dziomko and A. V. Ivashchenko, Khim. Geterotsikl. Soedin., No. 9, 1190 (1973).

    Google Scholar 

  5. A. V. Ivashchenko, Candidate's Dissertation, Moscow (1973).

  6. V. V. Titov and A. I. Pavlyuchenko, Khim. Geterotsikl. Soedin., No. 1, 3 (1980).

    Google Scholar 

  7. The Eighth International Liquid-Crystal Conference. Program and Abstract, Kyoto, Japan (1980), pp. 344, 346, 380, 383, 384, 386, 389.

  8. L. M. Blinov, V. A. Kizel, V. G. Rumyanzev, and V. V. Titov, J. Phys., 36 Colloq. C1, 69 (1975).

    Google Scholar 

  9. E. F. Pratt and T. P. McGovern, J. Chem. Soc., No. 6, 1540 (1964).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, 103787, Moscow

    A. V. Ivashchenko, V. T. Lazareva, E. K. Prudnikova, S. P. Ivashchenko & V. G. Rumyantsev

Authors
  1. A. V. Ivashchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. T. Lazareva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. K. Prudnikova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. P. Ivashchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. G. Rumyantsev
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 236–241, February, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ivashchenko, A.V., Lazareva, V.T., Prudnikova, E.K. et al. Synthesis of 1,2-diamino imidazole derivatives by the reaction of benzaldehyde guanylhydrazone with α-haloalkyl aryl ketones. Chem Heterocycl Compd 18, 185–189 (1982). https://doi.org/10.1007/BF00512966

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00512966

Keywords

Search

Navigation