Skip to main content
Log in

Synthesis of 3-(2-Oxo-2,3-dihydrobenzo[b]furan-3-ylidenehydrazono)-2,3-dihydrobenzo[b]furan-2-one

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

Abstract

Reactions of benzophenone and fluoren-9-one hydrazones with (2-hydroxyphenyl)oxoacetic acid gave [carboxy(2-hydroxyphenyl)methylidenehydrazono](2-hydroxyphenyl)acetic acid which underwent intramolecular cyclization with formation of 3-(2-oxo-2,3-dihydrobenzo[bfuran-3-ylidenehydrazono)-2,3-dihydrobenzo[b]furan-2-one. The symmetric azine was also obtained by reactions of (2-hydroxyphenyl)oxoacetic acid with triphenylphosphoranylidenehydrazones derived from benzophenones, fluoren-9-one, and 1-methyl-2,3-dihydro-1H-indole-2,3-dione.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Tomchin, A.B., Ioffe, I.S., and Rusakov, E.A., Zh. Obshch. Khim., 1971, vol. 41, pp. 1791, 1797; Zh. Org. Khim., 1972, vol. 8, p. 1295; Zh. Org. Khim., 1974, vol. 10, p. 604.

    CAS  Google Scholar 

  2. Fries, K. and Pfaffendorf, W., Chem. Ber., 1912, vol. 45, p. 154.

    Article  CAS  Google Scholar 

  3. Ranti, C. and Collino, F., Farmaco, Ed. Sci., 1969, vol. 24, p. 577.

    Google Scholar 

  4. Zalesov, V.V. and Rubtsov, A.E., Khim. Geterotsikl. Soedin., 2004, p. 163.

  5. Schweizer, E.E., O’Neil, G.J., and Wemple, J.N., J. Org. Chem., 1964, vol. 29, p. 1744.

    Article  CAS  Google Scholar 

  6. DeMore, W.B., Pritchard, H.O., and Davidson, N., J. Am. Chem. Soc., 1959, vol. 81, p. 5874.

    Article  CAS  Google Scholar 

  7. Mariconi, E.J. and Murray, J.J., J. Org. Chem., 1964, vol. 29, p. 3577.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Original Russian Text © N.A. Pulina, V.V. Zalesov, S.S. Kataev, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 6, pp. 863–865.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Pulina, N.A., Zalesov, V.V. & Kataev, S.S. Synthesis of 3-(2-Oxo-2,3-dihydrobenzo[b]furan-3-ylidenehydrazono)-2,3-dihydrobenzo[b]furan-2-one. Russ J Org Chem 43, 861–863 (2007). https://doi.org/10.1134/S1070428007060103

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428007060103

Keywords

Navigation