Cyanothioacetamide in Heterocyclic Chemistry: Synthesis of Piperidine-3-carbonitrile,Pyrazolopyridine, Thiinopyridine-3-carbonitrile Derivatives,and Their Theoretical Calculations |
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Authors: | Fawzy A Attaby Hussein M Mostafa Ahmed H H Elghandour Yasser M Ibrahem |
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Institution: | Cairo University , Giza, Egypt |
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Abstract: | Cyanothioacetamide ( 1 ) reacted with acrylonitrile ( 2 ) to afford the corresponding 6-oxo-2-sulfanylpiperidine-3-carbonitrile ( 6 ), which oxidized to give compounds 7 and 8 under different conditions. Moreover, compound 6 was used as a starting material to synthesize 12a-c , 16a-d , 26a-c , 27a-c , and 30a-c via reactions with aromatic aldehydes 9a-c , diazonium chlorides 13a-d , and 3-arylpropennitrile derivatives 18a-i respectively. Considering the data of IR, 1 H NMR, mass spectra, elemental analyses, and theoretical calculations, all the structures of the newly synthesized heterocyclic compounds were elucidated. |
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Keywords: | 5 6-Dihydrothiino[2 3-b]pyridine-3-carbonitrile 6-oxo-2-sulfanyl-piperidine-3-carbo-nitrile Acrylonitrile Cyanothioacetamide Pyrazolo[4 3-c]pyridin-6-one |
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