Polyfunctional nitriles in organic syntheses: a novel route to aminopyrroles, pyridazines and pyrazolo[3,4-c]pyridazines.
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.
Al-Mousawi
Saleh M
SM
Department of Chemistry, Faculty of Science, University of Kuwait, Safat, Kuwait. salehalmousawi@hotmail.com
Moustafa
Moustafa Sherief
MS
Meier
Herbert
H
Kolshorn
Heinz
H
Elnagdi
Mohamed Hilmy
MH
D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D011724:Pyridazines / Q000138:chemical synthesis / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry
D009570:Nitriles; D011724:Pyridazines; D011758:Pyrroles