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Title
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Insight into the electrochemical oxidation of N,N-dialkyl-p-phenylene diamines in the presence of malononitrile and methyl cyanoacetate. A convergent paired electrochemicalmethod for the synthesis of cyanide and dicyanide derivatives of phenylcarbonimidoyl
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Type
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JournalPaper
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Keywords
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N,N-Dialkyl-p-phenylenediamine Methyl cyanoacetate Malononitrile Cyclic voltammetry Convergent paired synthesis Michael-type addition reaction
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Abstract
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The electrochemical oxidation of N,N-dialkyl-p-phenylenediamines has been studied in the presence of malononitrile and methyl cyanoacetate as nucleophiles in water/ethanol (80:20, v/v) mixture using some electrochemical techniques (cyclic voltammetry, chronoamperometry, chronocoulometry and controlled-potential coulometry). Diagnostic criteria of the electrochemical methods in keeping with spectroscopic data of the isolated products revealed that N,N-dialkyl-p-phenylenediamines in the presence of malononitrile and methyl cyanoacetate via a convergent paired electrochemical process are converted to cyanide and dicyanide derivatives of phenylcarbonimidoyl. The present work has led to development of a green and one-pot method for the synthesis of the title compounds.
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Researchers
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Fahimeh Varmaghani (Fourth Researcher), mahnaz Sharafi-Kolkeshvandi (Third Researcher), (Second Researcher), Davood Nematollahi (First Researcher)
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