Next Article in Journal
A Convenient Synthesis of Type A Procyanidins
Previous Article in Journal
2-(3,4-Dihydro-4-Oxothieno[2,3-d]pyrimidin-2-ylthio) Acetamides as a New Class of Falcipain-2 Inhibitors. 3. Design, Synthesis and Biological Evaluation
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
Received: 8 December 2008 / Revised: 8 January 2009 / Accepted: 10 February 2009 / Published: 16 February 2009
Download PDF [124 KB, uploaded 18 June 2014]

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 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-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.

View more citation formats

Related Articles

Article Metrics

Comments

Citing Articles

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