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Molecules 2009, 14(2), 798-806; doi:10.3390/molecules14020798

Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines

1,* , 1, 2, 2 and 1
1 Department of Chemistry, Faculty of Science, University of Kuwait, Safat 13060, Kuwait 2 Institute of Organic Chemistry, Johannes Gutenberg-University, Mainz, Germany
* Author to whom correspondence should be addressed.
Received: 8 December 2008 / Revised: 8 January 2009 / Accepted: 10 February 2009 / Published: 16 February 2009
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Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temperature to yield the dihydropyridazine 9 as a single product. In refluxing ethanol this product further reacted with hydrazine hydrate to yield the novel dihydropyrazolopyridazinamine 10.
Keywords: Aminopyrrole; Pyridazine; Pyrazolopyridazine; Phenacylmalononitrile Aminopyrrole; Pyridazine; Pyrazolopyridazine; Phenacylmalononitrile
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.

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Al-Mousawi, S.M.; Moustafa, M.S.; Meier, H.; Kolshorn, H.; Elnagdi, M.H. Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines. Molecules 2009, 14, 798-806.

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