Skip to main content
Log in

Nanostarch: a novel and green catalyst for synthesis of 2-aminothiazoles

  • Original Paper
  • Published:
Monatshefte für Chemie - Chemical Monthly Aims and scope Submit manuscript

Abstract

In this work, starch nanoparticles as a green and cheap catalyst were obtained based on the precipitation of amorphous starch in ethanol. It was found that starch nanoparticles are efficient catalyst for the synthesis of 2-aminothiazoles using methylcarbonyl compounds and thiourea as precursors. The use of green and biodegradable nanostarch makes this present methodology quite simple, shorter reaction times and milder conditions, and more convenient and economically viable compared to catalyzed methods reported in the literature.

Graphical abstract

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.

Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  1. Angellier H, Choisnard L, Molina-Boisseau S, Ozil P (2004) Dufresne. Biomacromol 5:1545–1551

    Article  CAS  Google Scholar 

  2. BeMiller JN, Whistler RL (2009) Starch: Chemistry and technology, 3rd; food science and technology. Academic Press, New York

  3. Buléon A, Colonna P, Planchot V, Ball S (1998) Int J Biol Macromol 23:85–112

    Article  Google Scholar 

  4. Hatamjafari F (2013) Helvitica Chim Acta 96:1560–1563

    Article  CAS  Google Scholar 

  5. Shaabani A, Rahmati A, Badri Z (2008) Catal Commun 9:13–16

    Article  CAS  Google Scholar 

  6. Wan Y, Lin W, Chen XM, Shen Y, Xin HQ, Xu HH, Yuan R, Pang LL, Ma R, Yue CH, Yin W, Bo RC, Wu H (2009) Lett Org Chem 6:456–461

    Article  CAS  Google Scholar 

  7. Le Corre D, Bras J, Dufresne A (2010) Biomacromol 11:1139–1153

    Article  Google Scholar 

  8. Ma X, Jian R, Chang PR, Yu J (2008) Biomacromol 9:3314–3320

    Article  CAS  Google Scholar 

  9. Tan Y, Xu K, Li L, Liu C, Song C, Wang P (2009) ACS Appl Mater Interfaces 1:956–959

    Article  CAS  Google Scholar 

  10. Kim JY, Lim ST (2009) Carbohydr Polym 76:110–116

    Article  CAS  Google Scholar 

  11. Liu D, Wu Q, Chen H, Chang PR (2009) J Colloid Inter Sci 339:117–124

    Article  CAS  Google Scholar 

  12. Haaj SB, Magnin A, Boufi S (2014) RSC Adv 4:42638–42646

    Article  CAS  Google Scholar 

  13. Zhou G, Luo Z, Fu X (2014) Ind Crops Products 52:105–110

    Article  CAS  Google Scholar 

  14. Doi S, Clark JH, Macquarrie DJ, Milkowski K (2002) Chem Commun (22):2632–2633

  15. Kumar S, Verma S, Jain SL (2015) Tetrahedron Lett 56:2430–2433

    Article  CAS  Google Scholar 

  16. Verma S, Le Bras J, Jain SL, Muzart J (2013) Dalton Trans 42:14454–14459

    Article  CAS  Google Scholar 

  17. Verma S, Tripathi D, Gupta P, Singh R, Bahuguna GM, Shivakumar LN, Chauhan RK, Saran S, Jain SL (2013) Dalton Trans 42:11522–11527

    Article  CAS  Google Scholar 

  18. Das D, Sikdar P, Bairagi M (2015) Eur J Med Chem 109:89–98

    Article  Google Scholar 

  19. Smith B, Chang HH, Medda F, Gokhale V, Dietrich J (2012) Bioorg Med Chem Lett 22:3567–3570

    Article  CAS  Google Scholar 

  20. Aoyama T, Murata S, Arai I, Araki N, Takido T, Suzuki Y, Kodomari M (2006) Tetrahedron 62:3201–3213

    Article  CAS  Google Scholar 

  21. Wipf P, Venkatraman S (1996) J Org Chem 61:8004–8005

    Article  CAS  Google Scholar 

  22. Wang Y, Zhao F, Chi Y, Zhang WX, Xi Z (2014) J Org Chem 79:11146–11154

    Article  CAS  Google Scholar 

  23. Chen B, Guo S, Guo X, Zhang G, Yu Y (2015) Org Lett 17:4698–4701

    Article  CAS  Google Scholar 

  24. Donohoe TJ, Kabeshov MA, Rathi AH, Smith IED (2012) Org Biomol Chem 10:1093–1101

    Article  CAS  Google Scholar 

  25. Ishiwata Y, Togo HF (2008) Synlett (17):2637–2641

  26. de Kimpe N, de Cock W, Keppens M, de Smaele D (1996) J Heter Chem 33:179–1183

    Article  Google Scholar 

  27. Kumar D, Kumar NM, Patel G, Gupta S, Varma RS (2011) Tetrahedron Lett 52:1983–1986

    Article  CAS  Google Scholar 

  28. Madhav B, Murthy SN, Kumar BA, Ramesh K, Nageswar Y (2012) Tetrahedron Lett 53:3835–3838

    Article  CAS  Google Scholar 

  29. Meshram HM, Thakur PB, Babu BM, Bangade VM (2012) Tetrahedron Lett 53:5265–5269

    Article  CAS  Google Scholar 

  30. Miyamoto K, Nishi Y, Ochiai M (2005) Angew Chem 44:6896–6899 (International ed. in English)

    Article  CAS  Google Scholar 

  31. Safari J, Abedi-Jazini Z, Zarnegar Z, Sadeghi M (2015) J Nano Res 17:495

    Article  Google Scholar 

  32. Singh H, Singh P, Deep K (1983) Tetrahedron 39:1655–1660

    Article  CAS  Google Scholar 

  33. Světlík J, Tureček F (1984) Tetrahedron Lett 25:3901–3904

    Article  Google Scholar 

  34. Xie L, Wu Y, Yi W, Zhu L, Xiang J, He W (2013) J Org Chem 78:9190–9195

    Article  CAS  Google Scholar 

  35. Yadav JS, Reddy BS, Rao YG, Narsaiah AVF (2008) Tetrahedron Lett 49:2381–2383

    Article  CAS  Google Scholar 

  36. Zhu YP, Yuan JJ, Zhao Q, Lian M, Gao QH, Liu MC, Yang Y, Wu AX (2012) Tetrahedron 68:173–178

    Article  CAS  Google Scholar 

  37. Ghodse SM, Telvekar VN (2015) Tetrahedron Lett 56:472–474

    Article  CAS  Google Scholar 

  38. Zhao J, Xu J, Chen J, He M, Wang X (2015) Tetrahedron 71:539–543

    Article  CAS  Google Scholar 

  39. Keshari T, Kapoorr R, Yadav LDS (2015) Tetrahedron Lett 56:5623–5627

    Article  CAS  Google Scholar 

  40. Yen M (2004) Dyes Pigments 63:1–9

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We gratefully acknowledge the financial support from the Research Council of the University of Kashan for supporting this work by Grant No. 363022/5.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Javad Safari.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Safari, J., Sadeghi, M. Nanostarch: a novel and green catalyst for synthesis of 2-aminothiazoles. Monatsh Chem 148, 745–749 (2017). https://doi.org/10.1007/s00706-016-1805-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00706-016-1805-8

Keywords

Navigation