Next Article in Journal
Bioactive Azafluorenone Alkaloids from Polyalthia debilis (Pierre) Finet & Gagnep.
Previous Article in Journal
1-Methyl-3-octylimidazolium Chloride—Sorption and Primary Biodegradation Analysis in Activated Sewage Sludge
Molecules 2009, 14(11), 4406-4413; doi:10.3390/molecules14114406

Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines

1,*  and 2
1 Department of Chemistry, Girls College of Education, Jeddah, P. O. Box 138016, Jeddah 21323, Kingdom of Saudi Arabia 2 Department of Chemistry, Faculty of Science, Kuwait University, Kuwait
* Author to whom correspondence should be addressed.
Received: 7 September 2009 / Revised: 27 October 2009 / Accepted: 28 October 2009 / Published: 3 November 2009
Download PDF [132 KB, uploaded 18 June 2014]


2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11.
Keywords: 2-pyridylacetonitrile; enaminonitrile; arylhydrazones 2-pyridylacetonitrile; enaminonitrile; arylhydrazones
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Al-Sheikh, M.A.; Elnagdi, M.H. Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines. Molecules 2009, 14, 4406-4413.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert