Skip to main content
SpringerLink
Log in

Benzenoid — Quinonoid tautomerism of azomethines and their structural analogs

IX. Synthesis and structure of 2-formyl-3-hydroxybenzo[b]thiophene anils

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A number of 2-formyl-3-hydroxybenzo[b]thiophene anils and their derivatives, which are models of the individual tautomeric forms, were synthesized. The keto-amine structure was assigned to the anils as a result of a study of the electronic, vibrational, and NMR spectra. 2-Formyl-3-hydroxybenzo[b]thiophene exists in the hydroxy form.

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. V. I. Minkin, L. P. Olekhnovich, and B. Ya. Simkin, Zh. Organ. Khim., 7, 2364 (1971).

    Google Scholar 

  2. L. A. Kazitsyna, N. B. Kupletskaya, L. L. Polstyanko, B. S. Kikot', and A. P. Terent'ev, Zh. Obshch. Khim., 31, 313 (1961).

    Google Scholar 

  3. W. F. Richey and R. S. Becher, J. Chem. Phys., 49, 2092 (1968).

    Google Scholar 

  4. V. I. Minkin, L. P. Olekhnovich, L. E. Nivorozhkin, Yu. A. Zhdanov, and M. I. Knyazhanskii, Zh. Organ. Khim., 6, 348 (1970).

    Google Scholar 

  5. V. S. Bogdanov, Ya. L. Danyushevskii, and Ya. L. Gol'dfarb, Izv. Akad. Nauk SSSR, Ser. Khim., 675 (1970).

  6. V. S. Bogdanov, M. A. Kalik, and Ya. L. Gol'dfarb, Izv. Akad. Nauk SSSR, Ser. Khim., 2413 (1970).

  7. V. S. Bogdanov, M. A. Kalik, I. P. Yakovlev, and Ya. L. Gol'dfarb, Zh. Obshch. Khim., 40, 2102 (1970).

    Google Scholar 

  8. I. Ya. Kvitko and B. A. Porai-Koshits, Zh. Obshch. Khim., 5, 1685 (1969).

    Google Scholar 

  9. F. H. Suydam, Anal. Chem., 35, 193 (1963).

    Google Scholar 

  10. L. Bellamy, Infra-Red Spectra of Complex Molecules, Methuen (1958).

  11. V. M. Rodionov, Z. S. Kazakova, and B. M. Bogoslovskii, Izv. Akad. Nauk SSSR, Ser. Khim., 536 (1948).

  12. F. Krollpfeiffer, Ann., 462, 46 (1928).

    Google Scholar 

  13. N. N. Sveshnikov and I. I. Levkoev, Zh. Obshch. Khim., 10, 274 (1940).

    Google Scholar 

  14. P. Zochon, Bull. Soc. Chim. France, 393 (1965).

  15. H. J. Backer and W. L. Wanmaker, Rec. Trav. Chim., 68, 247 (1949).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Rostov State University, Rostov-On-Don

    V. A. Bren', V. I. Usacheva & V. I. Minkin

Authors
  1. V. A. Bren'
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. I. Usacheva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. I. Minkin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

See [1] for communication VIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 920–924, July, 1972.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bren', V.A., Usacheva, V.I. & Minkin, V.I. Benzenoid — Quinonoid tautomerism of azomethines and their structural analogs. Chem Heterocycl Compd 8, 836–840 (1972). https://doi.org/10.1007/BF00475214

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00475214

Keywords

Search

Navigation