Reactions of α-thiocarboxamidocinna-monitrile derivatives with diethyl malonate: Synthesis of pyrazolo-[3,4-b]-α-pyridinone, thieno[2,3-b]-α-pyridinone,pyrido[2,3: 4′,5′]thieno[2,3-c]pyridazine and pyrido[2,3:4′,5′]-thieno[2,3-d]pyrimidinonethione derivatives

Article abstract of DOI:10.1080/10426509708031587

3-Cyano-4-aryl-5-ethoxycarbonyl-6-pyridinone-2-thione derivatives 3a-c reacted with several halogen-containing compounds to give the corresponding 2-S-methylpyridinones 4a-c, 2-S-acetonyl pyridinones 7a-c, 2-S-benzoyl methyl pyridinones 12a-c, 2-S-acetamidopyridinones 15a-c and 2-S-ethoxycarbonyl methylpyridinones 20a-c. The ethanolic solution of KOH used as a cyclization agent to give the corresponding thieno[2,3-b]pyridines 8a-c, 13a-c, 16a-c and 21a-c. Hydrazine hydrate, nitrous acid, carbon disulphide, acetic anhydride, formic acid, acetic acid and acetyl acetone gave further cyclization to construct an additional ring.

Full text of DOI:10.1080/10426509708031587

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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REACTIONS OF α-THIOCARBOXAMIDOCINNA-
MONITRILE DERIVATIVES WITH
DIETHYL MALONATE: SYNTHESIS OF
PYRAZOLO-[3,4-b]-α-PYRIDINONE,
THIENO[2,3-b]-α-PYRIDINONE,
PYRIDO[2,3:4′,5′]THIENO[2,3-
c]PYRIDAZINE AND PYRIDO[2,3:4′,5′]-
THIENO[2,3-d]PYRIMIDINONETHIONE
DERIVATIVES
Fawzy A. Attaby a , Sanaa M. Eldin b & Mohamed B. Abou-abdou a
a Department of Chemistry, Faculty of Science , Cairo University , Giza,
A. R. Egypt
b National Research Center , Dokki, Giza, A. R. Egypt
Published online: 16 Feb 2007.
To cite this article: Fawzy A. Attaby , Sanaa M. Eldin & Mohamed B. Abou-abdou (1997) REACTIONS OF α-
THIOCARBOXAMIDOCINNA-MONITRILE DERIVATIVES WITH DIETHYL MALONATE: SYNTHESIS OF PYRAZOLO-
[3,4-b]-α-PYRIDINONE, THIENO[2,3-b]-α-PYRIDINONE, PYRIDO[2,3:4′,5′]THIENO[2,3-c]PYRIDAZINE AND
PYRIDO[2,3:4′,5′]-THIENO[2,3-d]PYRIMIDINONETHIONE DERIVATIVES, Phosphorus, Sulfur, and Silicon and
the Related Elements, 129:1, 121-133, DOI: 10.1080/10426509708031587
To link to this article: http://dx.doi.org/10.1080/10426509708031587
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