Skip to main content
SpringerLink
Log in

Thionation of a cyanoxime derivative to form the sulphur-containing derivative, a novel ligand for complexation with transitional metal ions

  • Original Research
  • Published:
Structural Chemistry Aims and scope Submit manuscript

Abstract

2-Cyano-2-(hydroxyimino)dithioacetic acid was prepared starting from cyanoacetic acid methylester via 2-cyano-2-(hydroxyimino)acetic acid methylester. Before thionation, the ester had to be hydrolyzed. The optimum conditions for each reaction were identified. P4S10 was found to be the efficient thionation reactant resulting in the formation of the dithionated product. Its structure was verified with IR, NMR and mass spectrometric measurements.

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

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Gerasimchuk NN, Guzei I, Sipos P (2015) Curr Inorg Chem 5:38–63

    Article  CAS  Google Scholar 

  2. Brillon D (1992) Sulfur Rep 12:297–332

    Article  CAS  Google Scholar 

  3. Berzelius J (1843) Liebigs Ann Chem 46:129–154

    Article  Google Scholar 

  4. Berzelius J (1843) Liebigs Ann Chem 46:251–281

    Article  Google Scholar 

  5. Ozturk T, Ertas E, Mert O (2010) Chem Rev 110:3419–3478

    Article  CAS  Google Scholar 

  6. Pedersen BS, Scheibye S, Nilson NH, Lawesson S-O (1978) Bull Soc Chim Belg 87:223–228

    Article  CAS  Google Scholar 

  7. Scheibye S, Pedersen BS, Lawesson S-O (1978) Bull Soc Chim Belg 87:229–238

    Article  CAS  Google Scholar 

  8. Pedersen BS, Scheibye S, Nilson NH, Clausen K, Lawesson S-O (1978) Bull Soc Chim Belg 87:293–297

    Article  CAS  Google Scholar 

  9. Scheibye S, Pedersen BS, Lawesson S-O (1978) Bull Soc Chim Belg 87:299–306

    Article  CAS  Google Scholar 

  10. Ozturk T, Ertas E, Mert O (2007) Chem Rev 107:5210–5278

    Article  CAS  Google Scholar 

  11. Innocenti AD, Capperucci A, Mordini A, Reginato G, Ricci A, Cerreta F (1993) Tetrahedron Lett 34:873–876

    Article  Google Scholar 

  12. Curphey TJ (2002) J Org Chem 67:6461–6473

    Article  CAS  Google Scholar 

  13. Bergman J, Petterson B, Hasimbegovic V, Svensson PH (2011) J Org Chem 76:1546–1553

    Article  CAS  Google Scholar 

  14. Polshettiwar V, Kaushik MP (2006) J Sulfur Chem 27:353–386

    Article  CAS  Google Scholar 

  15. Barton DR, Magnus PD, Pennanen SI (1974) JCS Chem Com 1007–1008

  16. Clayden J, Greeves N, Warren S (2012) Organic chemistry, 2nd edn. Oxford University Press, Oxford, pp. 464–465

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Organic Chemistry, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary

    Truong Ngoc Hung, Adél Ádám, Gábor Varga & István Pálinkó

  2. Material and Solution Structure Research Group, Institute of Chemistry, University of Szeged, Aradi Vértanúk ter 1, Szeged, H-720, Hungary

    Truong Ngoc Hung, Adél Ádám, Gábor Varga, Csilla Dudás, Pál Sipos & István Pálinkó

  3. Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, Szeged, H-6720, Hungary

    Csilla Dudás & Pál Sipos

  4. Institute of medical Chemistry, University of Szeged, Dóm tér 8, Szeged, H-6720, Hungary

    Zoltán Kele

Authors
  1. Truong Ngoc Hung
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Adél Ádám
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Gábor Varga
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Csilla Dudás
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Zoltán Kele
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Pál Sipos
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. István Pálinkó
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to István Pálinkó.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hung, T.N., Ádám, A., Varga, G. et al. Thionation of a cyanoxime derivative to form the sulphur-containing derivative, a novel ligand for complexation with transitional metal ions. Struct Chem 28, 475–478 (2017). https://doi.org/10.1007/s11224-016-0865-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11224-016-0865-z

Keywords

Search

Navigation