Green chemistry multi-component approach for N-formylation and Knoevenagel condensation for synthesis of thiobarbiturates in aqueous system

Green chemistry multi-component approach for N-formylation and Knoevenagel condensation for... A green and efficient method is described for the organic solvent-free synthesis 5-[(arylamino)methylide]-2-thioxodihydropyrimidine-4,6-(1H,5H)-dione derivatives in water has been developed. In this protocol, appropriate amines react with formic acid to afford formamides and in situ formamide derivatives react with the active methylene group of α,β-unsaturated thiobarbituric acid under catalyst-free condition in aqueous medium. Water plays an excellent role in acting as the solvent for both formylation and Knoevenagel condensation reactions. The structures of the product were elucidated by FT-IR, 1H NMR, 13C NMR, HMBC, UV–spectra, and elemental analyses. The present protocol offers several advantages such as high yields, mild reaction condition, and easy work-up. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Green chemistry multi-component approach for N-formylation and Knoevenagel condensation for synthesis of thiobarbiturates in aqueous system

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Publisher
Springer Netherlands
Copyright
Copyright © 2013 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-013-1190-4
Publisher site
See Article on Publisher Site

Abstract

A green and efficient method is described for the organic solvent-free synthesis 5-[(arylamino)methylide]-2-thioxodihydropyrimidine-4,6-(1H,5H)-dione derivatives in water has been developed. In this protocol, appropriate amines react with formic acid to afford formamides and in situ formamide derivatives react with the active methylene group of α,β-unsaturated thiobarbituric acid under catalyst-free condition in aqueous medium. Water plays an excellent role in acting as the solvent for both formylation and Knoevenagel condensation reactions. The structures of the product were elucidated by FT-IR, 1H NMR, 13C NMR, HMBC, UV–spectra, and elemental analyses. The present protocol offers several advantages such as high yields, mild reaction condition, and easy work-up.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Apr 19, 2013

References

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