This submission belongs to the session a. General Organic Synthesis of the event The 16th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Oct, 2012
Citation
Victor V. Dotsenko, Synthesis and Alkylation of 5-Benzoyl-3-cyano-6-phenylpyridine-2(1H)-thione, in Proceedings of The 16th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2012, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-16-01091
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Synthesis and Alkylation of 5-Benzoyl-3-cyano-6-phenylpyridine-2(1H)-thione
Victor V. Dotsenko 1
1. ChemEx laboratory, Vladimir Dal'East Ukrainian National University, 20A Molodezhny kv, 91034 Lugansk
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.
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