Russian Chemical Bulletin

, Volume 46, Issue 7, pp 1281–1284 | Cite as

Synthesis of (2-hydroxy-5-nitrophenyl)di[1-(2-hydroxynaphthyl)]methane and 12-[1-(2-hydroxynaphthyl)]-10-nitro-12H-benzo[α]xanthene from of 5-nitrosalicylaldehyde derivatives and β-naphthol

  • L. Yu. Ukhin
  • O. V. Shishkin
Organic Chemistry
  • 52 Downloads

Abstract

The reaction of the morpholinal or anil of 5-nitrosalicylaldehyde with β-naphthol yielded (2-hydroxy-5-nitrophenyl)di[1-(2-hydroxynaphthyl)]methane. Condensation of the latter compound in boiling nitromethane gave 12-[1-(2-hydroxynaphthyl)]-10-nitro-12H-benzo[α]xanthene.

Key words

morpholinal anil 5-nitrosalicylaldehyde β-naphthol (2-hydroxy-5-nitrophenyl)di[1-(2-hydroxynaphthyl)]methane 12-[1-(2-hydroxynaphthyl)]-10-nitro-12H-benzo[α]xanthene 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    L. Yu. Ukhin, Z. S. Morkovnik, O. S. Philipenko, S. M. Aldoshin, and O. V. Shishkin,Mendeleev Commun., 1997, No. 4.Google Scholar
  2. 2.
    V. N. Komissarov, V. A. Kharlanov, L. Yu. Ukhin, E. Yu. Bulgarevich, and V. I. Minkin,Zh. Org. Khim., 1992,28, 513 [Russ. J. Org. Chem., 1992,28 (Engl. Transl.)].Google Scholar
  3. 3.
    V. N. Komissarov, L. Yu. Ukhin, V. A. Kharlanov, V. A. Lokshin, E. Yu. Bulgarevich, V. I. Minkin, O. S. Filipenko, M. A. Novozhilova, S. M. Aldoshin, and L. O. Atovmyan,Izv. Akad. Nauk, Ser. Khim., 1992, 2389 [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1992,41 (Engl. Transl.)].Google Scholar
  4. 4.
    G. D. Andretti, G. Bocelli, and P. Sgarabotto,Cryst. Struct. Comm., 1974,3, 87.Google Scholar
  5. 5.
    A. C. Blackburn, A. J. Dobson, and R. E. Gerkin,Acta Cryst., 1996,C52, 1486.Google Scholar
  6. 6.
    S. S. C. Chu and H. T. Yang,Acta Cryst., 1997,B33, 2291.Google Scholar
  7. 7.
    E. Rochlin and Z. Rappoport,J. Am. Chem. Soc., 1992,114, 230.CrossRefGoogle Scholar
  8. 8.
    M. Brozostowska, A. Brossi, and J. N. Flippen-Anderson,Heterocycles, 1991,32, 1969.CrossRefGoogle Scholar
  9. 9.
    E. Yu. Zefirov and P. M. Zorkii,Usp. Khim., 1989,58, 713 [Russ. Chem. Rev., 1989,58 (Engl. Transl.)].Google Scholar
  10. 10.
    F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. J. Orpen, and R. Taylor,J. Chem. Soc., Perkin Trans. 2, 1987, S1.Google Scholar
  11. 11.
    C. -G. Huang, D. Shukla, and P. Wan,J. Org. Chem., 1991,56, 5437.CrossRefGoogle Scholar
  12. 12.
    V. E. Strel'tsov and V. E. Zavodnik,Kristallografiya, 1989,34, 647 [Sov. Phys. Crystallogr., 1989,34 (Engl. Transl.)].Google Scholar
  13. 13.
    G. M. Sheldrick,SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-ray Diffraction Data. Rev. 5.02.1994.Google Scholar

Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • L. Yu. Ukhin
    • 1
  • O. V. Shishkin
    • 2
  1. 1.Institute of Physical and Organic ChemistryRostov State UniversityRostov-on-DonRussian Federation
  2. 2.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

Personalised recommendations