Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles

Anil Kumar, Manoj Kumar Muthyala, Sunita Choudhary, Rakesh K. Tiwari, Keykavous Parang

Research output: Contribution to journalArticle

Abstract

A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.

Original languageEnglish (US)
Pages (from-to)9391-9396
Number of pages6
JournalJournal of Organic Chemistry
Volume77
Issue number20
DOIs
StatePublished - Oct 19 2012
Externally publishedYes

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Thiadiazoles
Ionic Liquids
Hydrazones
hydrazine
Selenium Oxides
Ketones

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Kumar, A., Muthyala, M. K., Choudhary, S., Tiwari, R. K., & Parang, K. (2012). Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles. Journal of Organic Chemistry, 77(20), 9391-9396. https://doi.org/10.1021/jo301607a

Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles. / Kumar, Anil; Muthyala, Manoj Kumar; Choudhary, Sunita; Tiwari, Rakesh K.; Parang, Keykavous.

In: Journal of Organic Chemistry, Vol. 77, No. 20, 19.10.2012, p. 9391-9396.

Research output: Contribution to journalArticle

Kumar, A, Muthyala, MK, Choudhary, S, Tiwari, RK & Parang, K 2012, 'Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles', Journal of Organic Chemistry, vol. 77, no. 20, pp. 9391-9396. https://doi.org/10.1021/jo301607a
Kumar, Anil ; Muthyala, Manoj Kumar ; Choudhary, Sunita ; Tiwari, Rakesh K. ; Parang, Keykavous. / Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles. In: Journal of Organic Chemistry. 2012 ; Vol. 77, No. 20. pp. 9391-9396.
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