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Succinimidinium N-sulfonic acid hydrogen sulfate as an efficient ionic liquid catalyst for the synthesis of 5-arylmethylene-pyrimidine-2,4,6-trione and pyrano[2,3-d]pyrimidinone derivatives.

Authors :
Abedini, Masoumeh
Shirini, Farhad
Mohammad-Alinejad Omran, Javad
Seddighi, Mohadeseh
Goli-Jolodar, Omid
Source :
Research on Chemical Intermediates; May2016, Vol. 42 Issue 5, p4443-4458, 16p
Publication Year :
2016

Abstract

Succinimidinium N-sulfonic acid hydrogen sulfate ([SuSA-H]HSO) as a new ionic liquid is prepared and characterized using a variety of techniques, including infrared spectra (FT-IR), H and C NMR, scanning electron microscopy, a mass spectra method, as well as by Hammett acidity function. The prepared reagent is efficiently able to catalyze the preparation of 5-arylmethylene-pyrimidine-2,4,6-triones via the condensation of aldehydes and barbituric acid. Further studies showed that the condensation of aldehydes with barbituric acid and malononitrile leading to pyrano[2,3- d]pyrimidinone derivatives can also be efficiently promoted in the presence of this reagent. The present methodology offers several advantages, including ease of the preparation and handling of the catalyst, simple and easy work-up, short reaction times, high yields of the products and recyclability of the catalyst. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09226168
Volume :
42
Issue :
5
Database :
Complementary Index
Journal :
Research on Chemical Intermediates
Publication Type :
Academic Journal
Accession number :
114190337
Full Text :
https://doi.org/10.1007/s11164-015-2289-6