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

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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Abstract

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 3.0).
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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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