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

Molecules

Saleh M. Al-Mousawi¹  Moustafa Sherief Moustafa¹  Herbert Meier²  Heinz Kolshorn² 

[1] Department of Chemistry, Faculty of Science; University of Kuwait: Safat; 13060: Kuwait;Institute of Organic Chemistry, Johannes Gutenberg-University, Mainz, Germany

关键词: Aminopyrrole;    Pyridazine;    Pyrazolopyridazine;    Phenacylmalononitrile.;   

DOI  :  10.3390/molecules14020798

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.