A simple and convenient synthesis of [1,2,4]triazolo/benzimidazolo ‎quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives catalyzed by ‎DABCO-based ionic liquids

A simple and convenient synthesis of [1,2,4]triazolo/benzimidazolo ‎quinazolinone and... DABCO-based ionic liquids were utilized for the preparation of [1,2,4]triazolo/benzimidazolo quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives in the adequate procedures. These methods involve three-component reaction between aldehydes, β-diketones and 3-amino-1,2,4-triazole or 2-aminobenzimidazole in the presence of 1,4-disulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium chloride ([DABCO](SO3H)2(Cl)2) and 1,4-disulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium dihydrogen sulfate ([DABCO](SO3H)2(HSO4)2) as reusable and economical catalysts at 100 °C. These methods also show eco-friendly characters by elimination of solvent. Any by-product was not prepared through this method, and products were separated by a simple workup procedure. The other noticeable benefits of these procedures are excellent yields, short reaction times, mild reaction conditions and use of available and inexpensive materials. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of the Iranian Chemical Society Springer Journals

A simple and convenient synthesis of [1,2,4]triazolo/benzimidazolo ‎quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives catalyzed by ‎DABCO-based ionic liquids

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Publisher
Springer Berlin Heidelberg
Copyright
Copyright © 2017 by Iranian Chemical Society
Subject
Chemistry; Analytical Chemistry; Inorganic Chemistry; Physical Chemistry; Biochemistry, general; Organic Chemistry
ISSN
1735-207X
eISSN
1735-2428
D.O.I.
10.1007/s13738-017-1125-x
Publisher site
See Article on Publisher Site

Abstract

DABCO-based ionic liquids were utilized for the preparation of [1,2,4]triazolo/benzimidazolo quinazolinone and [1,2,4]triazolo[1,5-a]pyrimidine derivatives in the adequate procedures. These methods involve three-component reaction between aldehydes, β-diketones and 3-amino-1,2,4-triazole or 2-aminobenzimidazole in the presence of 1,4-disulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium chloride ([DABCO](SO3H)2(Cl)2) and 1,4-disulfo-1,4-diazabicyclo[2.2.2]octane-1,4-diium dihydrogen sulfate ([DABCO](SO3H)2(HSO4)2) as reusable and economical catalysts at 100 °C. These methods also show eco-friendly characters by elimination of solvent. Any by-product was not prepared through this method, and products were separated by a simple workup procedure. The other noticeable benefits of these procedures are excellent yields, short reaction times, mild reaction conditions and use of available and inexpensive materials.

Journal

Journal of the Iranian Chemical SocietySpringer Journals

Published: May 24, 2017

References

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