Affiliation:
1. Department of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Iran
Abstract
Background:
The present method is facile, green and effective for the synthesis of 2-amino-3-cyano-4H-pyran
derivatives which are obtained by one-pot three-component condensation reactions of aromatic aldehydes, malononitrile
and methyl acetoacetate using diammonium hydrogen phosphate (DAHP) in aqueous ethanol at room temperature.
Methods:
2-Amino-3-cyano-4H-pyrans were synthesized through a one-pot three-component tandem Knoevenagel cyclocondensation reaction of aromatic aldehydes, malononitrile, and methyl acetoacetate in the presence of 10 mol% of
DAHP as a catalyst under aqueous ethanol medium at room temperature. All obtained structures were confirmed by their
physical constant, IR, 1H NMR, 13C NMR spectroscopy, also elemental analyses for new derivatives.
Results:
Three-component synthesis of 2-amino-3-cyano-4H-pyrans catalyzed by DAHP with aromatic aldehydes, malononitrile and methyl acetoacetate in aqueous ethanol medium at room temperature was prepared. The achieved derivatives
(nine entries) were well synthesized in excellent yields.
Conclusion:
The present method is straightforward, quick, and most efficient green protocol for the synthesis of 2-amino3-cyano-4H-pyran derivatives using highly inexpensive, easily handle and, nontoxic DAHP as an efficient catalyst in
aqueous ethanol medium at room temperature.
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Analytical Chemistry,Catalysis
Cited by
5 articles.
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