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Synthesis and Alkylation of 5-Benzoyl-3-cyano-6-phenylpyridine-2(1H)-thione
Published:
30 October 2012
by MDPI
in The 16th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract: The previously unknown 5-benzoyl-3-cyano-6-phenylpyridine-2(1H)-thione was obtained by reaction of cyanothioacetamide with 2-ethoxymethylene-1,3-diphenylpropane-1,3-dione. Depending on the conditions, the thione can be alkylated to give 2-alkylthio-5-benzoyl-3-cyano-6-phenylpyridines and 2-R-3-amino-5-benzoyl-6-phenylthieno[2,3-b]pyridines. The latter also can be obtained by Thorpe-Ziegler cyclization of 2-alkylthio-5-benzoyl-3-cyano-6-phenylpyridines.
Keywords: cyanothioacetamide, vinyl substitution, pyridine-2(1H)-thione, Thorpe-Ziegler reaction, thieno[2,3-b]pyridines.
